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The Best Trips to Book in September: What to Lock in Now

UPDATE:  THE PANDEMIC IS CAUSING HUGE CHANGES IN TRAVEL, SO CLICK TO ASK WENDY BEFORE PLANNING ANYTHING.

PLEASE SEE OUR COVID-19 TRAVEL COVERAGE.

WE WILL UPDATE THIS ARTICLE AS INFORMATION DEVELOPS ON SAFE TRAVEL.


From New Year’s Eve in Sydney to Carnevale in Venice, festivals make already gorgeous cities shine even brighter. So if you’re considering a trip to experience either of these iconic events—as well as others happening around the globe in the coming months—act now.

In this monthly series, we point you to the places you should be booking trips to right away, while the best-value rooms and savviest private guides are still available, and while our Trusted Travel Experts still have enough time to work their magic.

(Don’t miss the rest of our series on what trips to book in each month of the year. If you prefer to know which destinations are ideal for traveling to in any given month, see our Where to Go When series, and don’t miss our comprehensive guide to the benefits of booking early.)

Italy’s Chocolate Festival

piles of Baci chocolate kisses in bins at the Perugina chocolate factory in Perugia Italy

The Perugina factory (famous for its Baci chocolate kisses) is only one reason to visit Perugia during the annual EuroChocolate Festival. Photo: Billie Cohen

For: October

If you like chocolate, you’ll love Perugia’s EuroChocolate festival, an annual celebration of all things cacao. From October 18–27, the city hosts a range of chocolate-themed activities, from sculpting to cooking classes—and of course, chocolate tastings.

Why book in September? Since the event is largely attended by locals, it’s not too late to find room at one of Perugia’s excellent hotels and enjoy autumn in the Umbrian countryside.

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Botswana’s Newest Safari Camp

view from the deck of Tuludi safari camp in Botswana with sunset, Okavango delta and tree

Tuludi is a new tented safari camp in Botswana’s Okavango Delta.

For: October 2019 through June 2020

Tuludi is a brand-new tented safari camp that brings a new level of sophistication to the vast wilderness of the game-rich Okavango Delta. The luxurious high-pitched tented rooms harmonize with the surrounding landscape, and each has its own private pool. Located within the 800-square-mile Khwai Private Reserve, Tuludi offers potential encounters with the elusive wild dog, black and white rhino, and dense numbers of elephant, buffalo, zebra, giraffe, antelope, and big cats.

Why book in September? Our Trusted Travel Expert has negotiated an extra 15% off any 3-night stay at Tuludi, booked via WendyPerrin.com this month, for travel between October 2019 and June 2020 or between October and December 2020.

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Athens in Fall

For: November

Athens is perfect in autumn, when the weather is mild—ideal for taking advantage of the city’s many rooftop bars—and the summer crowds have dissipated. The Athens Marathon takes place on the second Sunday in November, following the same course from the first modern Olympics in 1896. Casual runners may want to just watch this one, though, as the route is a famously difficult one.

Why book in September? Since many travelers don’t think to head to Europe in November, it’s not too late to book your hotel or reserve one of the top cultural guides to show you around the city.

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Cambodia’s Water Festival

Water Festival in Siem Reap Cambodia

Water Festival in Siem Reap. Photo: Ploy Photography

For: November

The Water Festival in Cambodia marks the end of the rainy season—when the flow of the Tonle Sap River actually changes direction—and the start of the fishing season. You can experience boat races, fireworks displays, and a “Srouch Tec” ceremony in which a monk splashes water on you to wash away sins and bad luck.

Why book in September? For now, there is still availability at our Trusted Travel Expert’s favorite hotels and with her preferred guides—but that won’t last into October.

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Australia: New Year’s in Sydney

Sydney Opera House New Years Fireworks

New Year’s Eve fireworks over the Sydney Opera House are something to see. Photo: Robert Wallace/Tourism Australia

For: December

A massive New Year’s Eve celebration takes place in Sydney Harbour, with the famous “coathanger” bridge lit up by fireworks not once but twice (first at 9 p.m. for families, then again at midnight). Be there, and you’ll be among the first to ring in 2020.

Why book in September? While most Sydney hotels—and certainly all of those with harbor views—have been fully reserved for many months already, most properties have payments due in September; as a result, last-minute rooms may become available when people cancel. Tickets for some of Sydney’s most iconic vantage points from which to watch the fireworks—from Barangaroo to Taronga Zoo—also go on sale in the coming weeks, and always sell out fast.

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Costa Rica for Spring Break

A capuchin monkey in a tree on Costa Rica’s Osa Peninsula

See capuchin monkeys on Costa Rica’s Osa Peninsula. Credit: GreenSpot.travel

For: December 2019 through March 2020

Costa Rica’s busy season (and also, not coincidentally, its driest season) starts in mid-December and continues through Easter; December and March are the most popular times to visit. Many families arrange their spring break trip in the fall, so it’s important to stay ahead of the planning curve.

Why book in September? You’ll secure spots at your preferred lodges and resorts, in rooms with those all-important views of the ocean, volcanoes, and tropical forests; by October, many of them will have waiting lists. Earlier bookers also have a better shot at the family suites, which are usually a better value than separate rooms.

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Israel: A Memorable Family Trip

Dormition Abbey at Sundown, Jerusalem, Israel

Israel is a popular spring break destination. Photo by Noam Chen.

For: December 2019 and March 2020

Winter and spring school breaks in the U.S. make December and March popular months to visit Israel; many Jewish families come as a bar/bat mitzvah celebration, and groups of college kids travel on trips through the Birthright Israel organization. Wendy took her own kids there in spring; you can read about their trip in What the Right Local Fixer Can Do for You in Israel (or Anywhere).

Why book in September? The last great guides, who have been holding out for long, private tours using their own luxury vans during these busy periods, will now be available to the first booking that comes along; if you wait until October, you’ll likely have to settle for subpar hotels too.

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Venice’s Carnevale

Photo: armelle76/Pixabay

Plan now for Venice’s Carnevale 2018. Photo: armelle76/Pixabay

For: February 2020

Carnevale is the high point in Venice’s social calendar, a masked extravaganza where elegance and style come together in transgression. In 2020, it will happen February 8–25. The most sought-after masquerade balls are those that take place in Venice’s great palaces, where you are surrounded by rich furnishings and a wealth of historic art.

Why book in September? These exquisite costume parties draw visitors from around the world; by October, tickets for the most anticipated events will be sold out, as will the most desirable hotels.

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Nepal: Big Savings at a Jungle Lodge

green fields with mountains in background in Chitwan Nepal

Chitwan, Nepal. Photo: Shutterstock

For: February 2020

February is the best month to visit Chitwan National Park, as the grass is short and the conditions prime for wildlife viewing; here you’ll find rhinos, royal Bengal tigers, elephants, and more. Barahi Jungle Lodge, carefully designed to blend into the jungle ecosystem, lies just across a river from a quiet region of the park; while you’re there, you can take part in jeep safaris, canoe trips, village visits, and spa treatments. February is also an ideal month for a larger trip that takes in the Kathmandu Valley, plus Pokhara and the surrounding villages, before the weather gets too hot.

Why book in September? Our Trusted Travel Expert has negotiated a complimentary two-night/three-day stay at Barahi Jungle Lodge for any WendyPerrin.com travelers who book a 10-day or longer trip to Nepal; that’s a savings of nearly $1,000 for two travelers. This deal is available until it’s sold out.

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Brazil’s Summer Festivals

The Estrela d’Agua pousada on Praia dos Nativos, Trancoso, Brazil

Picture yourself at the Estrela d’Agua pousada on Praia dos Nativos,Trancoso, Brazil. Photo: Thomas Robinson

For: February and March 2020

Want a dose of winter sun? Brazil offers several options, depending on your style. Head to Trancoso in early February for two traditional festivals—dedicated to Iemanja (the goddess of the sea) on the 2nd and Sao Bras (the patron saint of Trancoso) on the 3rd—that give travelers a rare glimpse of authentic Bahia culture. In early March, this chic tropical beach resort becomes home to Music in Trancoso, a classical music festival that takes place in an amphitheater overlooking the red cliffs of Terravista. And of course there’s Rio’s Carnival; our Trusted Travel Expert can set you up with a local stylist to design personalized costumes both for the street carnival and the glamorous fancy-dress balls to which he can also obtain tickets.

Why book in September? This is around the time that Brazilians start thinking about summer vacations—so book now to make sure you can get rooms at the hotels you want before space gets tight.

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Uzbekistan Premier Festivals

Registan Square in Samarkand Uzbekistan

Visit Registan Square in Samarkand, Uzbekistan, during the countries two big annual festivals. Photo: Surapon Supratya

For: March and May 2020

Uzbekistan’s rich culture is on full display during two spring festivals: New Year’s in March, and Bukhara’s Silk and Spice Festival in May. In the days around the spring equinox on March 21, every country in Central Asia celebrates Navruz, a New Year’s festival with public displays of traditional singing, dancing, and handicrafts, and the sharing of sumalak, a sweet made from fresh, sprouted wheat. There are torchlight processions, concerts, sporting events, and other events happening around the clock in Bukhara and Tashkent. During the Silk and Spice Festival from May 25-27, performers and craftspeople from all over the country gather to celebrate the traditions of Central Asia, from ikat fabric to wood carvings, with exuberant parades on the first and last days.

Why book in September? The earliest travelers to book during these periods will get the hotel rooms with the best views. Prices for a New Year’s tour led by our Trusted Travel Expert will also increase come October.

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Canada’s Prime Bear-Viewing Opportunity

bear looking at camera on Nakina River in British Columbia canada

September and October are British Columbia’s prime bear-viewing months. Photo: Entree Canada

For: September and October 2020

Canada is home to three ursine species: grizzly, black, and polar bears (four if you count the Kermode or spirit bear, a sub-species of the black bear). Late August ushers in the arrival of salmon to rivers throughout British Columbia (which has one of the world’s highest populations of black bears), and their run peaks in September and October. With the salmon come hungry bears, looking for their next meal!

Why book in September?  Bear-watching is so popular that the lodges in the wilderness areas where the animals are most likely to be spotted sell out a year in advance; book now to ensure your place for 2020.

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We’re here to help

If your goal is an extraordinary trip when the time is right, go to Ask Wendy. We know which trip-planning specialists have up-to-the-minute intel for your destination and can minimize your risk and maximize your experience. Check out Real Trips Right Now to see the difference that this makes.

 

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The Best Trips to Book in October: What to Lock In Now

UPDATE:  THE PANDEMIC IS CAUSING HUGE CHANGES IN TRAVEL, SO CLICK TO ASK WENDY BEFORE PLANNING ANYTHING.

PLEASE SEE OUR COVID-19 TRAVEL COVERAGE.

WE WILL UPDATE THIS ARTICLE AS INFORMATION DEVELOPS ON SAFE TRAVEL.


Knowing when to book a trip is as important as knowing when to take it. Certain destinations require just the right amount of lead time to ensure you still have your choice of accommodations, activities, and private guides. That’s why we run this monthly series showcasing the places you should be booking right now.

An extravagance of cherry blossoms, millions of wildebeest on the move, and spectacular glowing night skies: Some of the world’s greatest natural phenomena are approaching, and you’d better start planning now if you want to be there to experience it. Read on for these and other trips during the coming year that you’d be wise to book in October.

(Don’t miss the rest of our series on what trips to book in each month of the year. If you prefer to know which destinations are ideal for traveling to in any given month, see our Where to Go When series, and don’t miss our comprehensive guide to the benefits of booking early.)

Italy’s Charming Christmas Markets

Christmas Market in Bolzano, Italy

Christmas Market in Bolzano, Italy.

For: November 2019 to January 2020

Six Christmas markets are held in Italy’s Alto Adige region during these months: The towns of Bolzano, Merano, Brunico, Vipiteno, Glorenza, and Bressanone each have their own specialty, from handcrafted wooden gifts to traditional alpine clothing to festive food and hot wine.

Why book in October? Unlike the Christmas markets in other parts of Europe, Alto Adige’s remain relatively under the radar, so it’s not too late to book a last-minute trip that will get you into the holiday spirit (and maybe help you cross a few people off your shopping list).

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China’s Yunnan Province: Cuisine and Culture

lunch at a local restaurant in Dali, Yunnan Province, China

The ingredients at a local lunch spot were so fresh because they were farmed nearby. Photo: Billie Cohen

For: December 2019

China’s capital of hippies and ham, Dali is known for its rich gastronomy and talented artisans; Trusted Travel Expert and Yunnan Province native Mei Zhang even wrote a book on the region’s long culinary history, Travels Through Dali With a Leg of Ham. In winter, Dali’s ham is given a salty rub and left to dry in elaborate smokehouses until it practically melts in your mouth. After eating your fill, you can visit nearby salt wells to witness a centuries-old process of salt harvesting (the seasoning has been a major contributor to China’s economy since at least the seventh century, and this area’s salt is widely revered). Dali’s also a bit of a hippie hideout, where you can view a surprising Chinese counterculture of dreadlocked youth selling handicrafts on the street, mixed among the local Naxi minority.

Why book in October? This is your last opportunity to find hotel space and a guide with access to the ethnic communities that will be preparing ham, sausages, and pickles for winter.

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Norway: Best Shot at the Northern Lights

Northern Lights, Finnmark, Norway

Northern Lights, Norway. Photo: Terje Rakke/Nordic Life – Visitnorway.com

For: December 2019 through March 2020

Winter is the best time to catch the northern lights, when the night sky glows with a rainbow of colors. Since snow is sure to be covering the ground during these months, you can spend your days dog- or reindeer-sledding, skiing, and snowshoeing. We can’t guarantee that you’ll see the aurora borealis, but every traveler we’ve sent to the little town of Alta in search of the phenomenon has witnessed it.

Why book in October? Before long, the best hotels and guides will be booked up—particularly over the Christmas season. Secure your spots now so that you won’t have to compromise a once-in-a-lifetime trip.

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Spring Break Diving/Snorkeling and Ski Trips

Aspen Skiing, Rockie Mountains

Skiing in Aspen. Photo: Parker Olsen.

For: March 2020

It may feel like the school year has only just begun, but now is the time to lock in plans for your family’s spring break travel, to both warm-weather destinations and cold.

Why book in October? Right now, you can still choose from a wide selection of accommodations in your chosen destination and reserve the best dive masters and ski instructors; if you wait until everyone else books, you might have to settle for lesser hotels and activities. Ski passes (which give you access to multiple resorts throughout the winter for a much lower price than individual lift tickets) are typically only available until mid-November.

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Morocco’s Most Beautiful Season

Flowers, High Atlas Mountains, Morocco

Flowers, High Atlas Mountains, Morocco

For: Mid-March to mid-May 2020

Spring is a prime time to visit Morocco, when the wildflowers are in bloom and Marrakech isn’t yet terribly hot. The valleys on the southern side of the High Atlas are green due to snow melt, and the gorgeous Ourika Valley is at its prettiest: all red rocks, green hills, and rushing river. Ourika is an easy day-trip from Marrakech, and you can stop at Setti Fatma village and hike to the waterfalls from there, or have a tagine lunch at one of the riverside restaurants.

Why book in October? Book at least four months in advance to have your pick of the most atmospheric riads and the savviest local guides.

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Japan’s Iconic Cherry Blossoms

women in kimonos look at cherry blossoms in Japan

Two young women in kimonos view the cherry blossoms at Koishikawa Korakuen Garden in Tokyo, Japan. Photo: Ben Simmons

For: April and May 2020

Springtime in Japan is the season of sakura, or cherry blossoms. Their sweet scent and beauty permeate the country, and the entire nation comes alive to celebrate hanami, or flower viewing, in colorful kimonos.

Why book in October? With both foreign and domestic travel at its peak during these months, you’ll need to plan well in advance to stay in the most atmospheric ryokans (particularly in Tokyo, Kanazawa, and Kyoto), and to hire the most well-connected guides.

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Italy’s Dolomites: A Summer Wonderland

landscape view of dolomites jagged mountains overlooking green fields and trees in Italy

The Dolomites are a breath-taking, jagged-peaked mountain range in the north of Italy. Photo: IC Bellagio

For: May through September 2020

Many associate an Italian vacation with culinary indulgence. In the Dolomites—a breath-taking, jagged-peaked mountain range in the north of the country—you can put all that carb-loading to work when you spend your days hiking and biking. But you don’t have to rough it: There are world-class resorts here (and chair lifts that let you skip the steepest sections), and even the backcountry rifugios serve delicious meals that will fuel your daily activities.

Why book in October? The Dolomites’ winter season picks up in November, at which point it can be hard to pin down the best guides (who are all out skiing and snowshoeing). Better to start planning now, when things are relatively quiet and the local businesses have time to think about next summer.

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Alaska Small-Ship Expedition Cruises

Alaskan brown bear sow and its cub at Brooks Falls in katmai National Park, Alaska

An Alaskan brown bear sow and its cub at Brooks Falls in Katmai National Park, Alaska. Photo: Shutterstock

For: May through September 2020

Alaska’s cruise season runs from mid-April to late September, and each part of the short season offers different highlights. May sees fewer visitors, the arrival of migrating humpback whales (typically late in the month), and bears foraging along the shoreline at dusk and dawn. May and June have the most days of sunshine, and you’ll find beautiful wildflowers abloom in June and July. Humpback whales, orcas, sea otters, bald eagles, and sea lion colonies can be seen throughout most of the season. The smaller ships, which carry fewer than 100 passengers, get you 10 to 15 yards from bears, moose, glaciers, and waterfalls. Days are dictated not by a port-to-port schedule, but by seizing the best opportunities for wildlife watching, hiking, and kayaking.

Why book in October? For these cruises, the most popular cabin categories and departure dates typically sell out before Thanksgiving.

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U.S. River Rafting Trips

white water rafting boat in river of Gates of Lodore Colorado

Rafting the Gates of Lodore, in Colorado. Photo: Josh Miller

For: May through September 2020

Rafting trips are popular come summer, but if you have the smarts to book now, you’ll not only secure spots on some of the country’s most beautiful rivers, you’ll have access to deals that will disappear by the time everyone else starts shopping.

Why book in October? Since most people don’t start thinking about next summer’s travel until after the New Year, discounts may be available on a number of trips.

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Tanzania’s Hidden Gem

safari tourists in a jeep watching elephants pass in Tanzania

The Chem Chem Reserve is strategically located between two of the country’s crown jewels—Lake Manyara and Tarangire National Park. Photo: Chem Chem Safari Lodge

For: June to October 2020

Northern Tanzania is home to the stuff safari dreams are made of: herds of zebra, wildebeest, and giraffe stretching to the horizon; Maasai warriors displaying their bush skills; elephants basking in a riverine mud bath. The Chem Chem Reserve is strategically located between two of the country’s crown jewels—Lake Manyara and Tarangire National Park—and the three Chem Chem properties there offer an array of experiences without an overabundance of tourists. What’s more, the owners’ commitment to conservation and community development means that lions aren’t preying on herders’ livestock, and women are getting the support they need to start small businesses.

Why book in October? For this month only, our Trusted Travel Expert can save you 15% on any stay at Chem Chem Lodge, Little Chem Chem, and Forest Chem Chem between June and October 2020—but only if you contact her via WendyPerrin.com.

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Sri Lanka’s Best Festival

people dancing in traditional costumes at the Kandy Festival in Sri Lanka

Sri Lanka’s Kandy Festival. Photo: Sri Lanka in Style

For: August 2020

Sri Lanka’s largest and most popular festival (particularly with children) is the Kandy Esala Perahera, an annual celebration where religion, tradition, and the arts come together to pay homage to the sacred tooth relic of the Lord Buddha, which has been housed in the country since the fourth century. These ten days of striking processions feature scores of glittering elephants, fire breathers, and thousands of dancers, culminating on the full moon day when the relic is paraded through the streets of Kandy.

Why book in October? Some of Kandy’s hotels have rooms with views of the perahera; these generally sell out around November. Almost all of the hotels in town sell out by Christmas.

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Africa’s Peak Time for Safaris

great migration, wildebeest, mara river, masai mara Kenya

The great migration wildebeest crossing the Mara River, Masai Mara, Kenya. Photo: Hippo Creek Safaris

For: September 2020

September is glorious in South Africa: The winter chill has left, spring is on its way, and the grasses have been eaten down, leaving the animals in full view. It’s also the best time to see the annual migration in East Africa—the ultimate wildlife spectacle, where more than a million wildebeest and other animals pass through Kenya’s Masai Mara Game Reserve.

Why book in October? It’s already difficult to find space at safari lodges and camps for August; by next month, it’s likely that the best places will be full for September as well. Most airlines release award seats about 11 months in advance, so right now you have the best chance of redeeming miles for next year’s flights.

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We’re here to help

If your goal is an extraordinary trip when the time is right, go to Ask Wendy. We know which trip-planning specialists have up-to-the-minute intel for your destination and can minimize your risk and maximize your experience. Check out Real Trips Right Now to see the difference that this makes.

 

Be a safer, smarter traveler: Sign up for Wendy’s weekly newsletter to stay in the know. And read real travelers’ reviews of Wendy’s WOW List and use it to plan your next trip.

The Best Trips to Book in August: What to Lock In Now

UPDATE:  THE PANDEMIC IS CAUSING HUGE CHANGES IN TRAVEL, SO CLICK TO ASK WENDY BEFORE PLANNING ANYTHING.

PLEASE SEE OUR COVID-19 TRAVEL COVERAGE.

WE WILL UPDATE THIS ARTICLE AS INFORMATION DEVELOPS ON SAFE TRAVEL.


August is a great time to start thinking about travel plans for the rest of the year, and into the next one. We know, we know—you’re still focused on summer and not quite ready to start planning for the winter. But now is the window when smart travelers can get good deals and choice accommodations in certain destinations. That’s why we offer this monthly series on when to book various trips—to help you get the most value for your money and the most worthwhile experiences for your time.

Below you’ll find a list of the places you should be booking trips to right now. Follow our advice and you’ll still have a range of accommodations to choose from, the best guides won’t already be taken, and our Trusted Travel Experts will have enough time to work their magic and optimize every aspect of your trip.

(Don’t miss the rest of our series on what trips to book in each month of the year. If you prefer to know which destinations are ideal for traveling to in any given month, see our Where to Go When series, and don’t miss our comprehensive guide to the benefits of booking early.)

Berlin’s Up-and-Coming Art Week

Berlin Wall, Germany. Photo: Context Travel

Berlin Art Week sees the city overrun with artists, curators, and gallery exhibits. Don’t miss the art on the Berlin Wall either. Photo: Context Travel

For: September 2019

During Berlin Art Week—which takes place this year from September 11 to 15—the city runs amok with artists, curators, and collectors. It’s a great time to visit Auguststrasse, the original core of Berlin’s artistic community in the early 1990s and now home to some of the city’s most prestigious galleries. On the private and small-group tours arranged by one of our Trusted Travel Experts, you’ll learn about the area’s history from a local curator or arts writer, and also get insider access to some of the galleries.

Why book in August? Berlin Art Week is overshadowed by better-known exhibitions in other European cities; that doesn’t mean that the art is lower quality, but it does mean that you can plan a last-minute trip and still get your choice of hotel room just a month prior.

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Milan’s Fashion Week

Milan italy city center photo by Igor Saveliev Pixabay

Milan gets even more fashionable in September. Photo: Igor Saveliev/Pixabay

For: September 2019

Milan’s Fashion Week takes place this year from September 17–23, featuring brands such as Gucci, Versace, Moschino, and Armani in some of the city’s most exclusive locations. Though the event is by invitation only, with our Trusted Travel Expert’s expansive network of contacts, she is sure to bag you tickets to the must-see shows in true Milano V.I.P. style. And the fall months are a lovely time to visit, with pleasant temperatures and the return of locals from their summer holidays.

Why book in August? Fashion-industry insiders don’t book far in advance for the shows, so there’s still time to arrange a trip. If you wait till next month, though, it will be very tough to find a room and impossible to get near a catwalk.

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China’s Colorful Fall Festivals

Miao festivities in Guizhou China

Miao festivities in Guizhou, China. Photo: WildChina

For: September–November 2019

China’s subtropical Guizhou province, with its colorful tapestry of minority villages, is host to a number of festivals each fall, including the musical Lusheng festival in October and the vibrant Miao New Year in November; it is Miao tradition to clear the streets and make way for long banquet tables heaving with fresh produce to celebrate the year’s bountiful harvest.

Why book in August? Since Guizhou is well off the beaten track, you don’t have to plan a year ahead to attend these authentic festivities—but by September, all of the best hotel rooms and guides will already be reserved.

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Shanghai’s Perfect Season

Zhujiajiao, Old Town

The old town of Zhujiajiao is Chinese version of Venice.

For: October 2019

Fall is the most ideal period to visit Shanghai: As the peak season cools down, the airfare and hotel rates become more attractive and the weather is much more pleasant to enjoy outdoor activities such as exploring Zhujiajiao. Also known as the “Venice of Shanghai,” Zhujiajiao has beautiful waterways with countless traditional houses, ancient streets, and stone bridges. One of our Trusted Travel Experts offers a half-day private walking tour that can be customized to focus on Zhujiajiao.

Why book in August? Since high season has ended, you can plan a trip relatively last-minute and won’t have trouble finding a hotel room or savvy local guide for fall.

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Greece for Food and History Fans: The Centuries-Old Olive Harvest

For: November 2019–early January 2020

Olive harvesting in Greece is a tradition that has remained almost untouched throughout the centuries; nowadays, you can join locals as they harvest from their trees, discovering the indigenous Greek olive varieties and following the process that starts in the olive groves and ends with a bottle of glistening golden oil. The crowds are thinner (or nonexistent) at this time of year, giving you an opportunity to experience true Greek culture without the stresses of high season. And the mild weather also makes it a pleasant time to explore the archaeological sites and natural scenery.

Why book in August? You can’t just walk up to any olive farm in Crete and expect to help, but our Trusted Travel Expert has relationships with olive producers in different parts of the country who will open their farms and presses to you at this busy time of year. Many resorts and hotels will have closed for the season, but there are charming boutique and historic hotels and guesthouses where you can stay. The options are somewhat limited, though, so it’s best not to wait until the last moment to get organized.

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Myanmar’s Best Weather

The Pagoda Festival on Inle Lake. Photo: Myths & Mountains

For: November 2019–February 2020

November through February are the most popular months to visit Myanmar: The weather is cooler and dry, ideal for trekking to see hill tribes and for visiting both the major sites of Bagan, Mandalay, and Inle Lake and lesser-known places such as Hpa An or the Golden Rock. The Burmese adore festivals, and there are plenty to see during these months: the Shwezigon Pagoda Festival in Bagan, Karen New Year in Hpa An, the Mahamuni Pagoda Festival in Mandalay, and for the brave, the Taunggyi Fire Balloon Festival.

Why book in August? The country’s top hotels fill up quickly; if you want a room with a view of the sunset on Inle Lake during high season, you’d better book now. Additionally, the country’s top guides are in very high demand and some prefer to work with large groups rather than individual travelers. By booking early, you can be assured that you’ll have access to the most experienced guides.

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Get a Head Start on Patagonia’s Peak Season

Torres del Paine National Park view of mountains and water

Torres del Paine National Park, Patagonia, Chile. Photo: Luis Felipa, Southwind Adventures

For: November 2019–February 2020

Hikers flock to Chile’s flagship national park, Torres del Paine, in the southern-hemisphere summer, when the weather there is relatively stable. If you want to be in Patagonia with penguins and glaciers over the Thanksgiving holidays or early next year, you’d better act fast (it’s already too late for Christmas or New Year’s reservations). To compliment your Paine adventure, take a four-night natural history cruise through the fjords of Argentina’s Tierra del Fuego.

Why book in August? The park’s three high-end lodges have just 101 rooms between them; by September, they are often fully booked for those peak travel dates. And with this much lead time, our Trusted Travel Expert can arrange for your stay to align with the less frequent but more convenient flights from Santiago to Puerto Natales (instead of Punta Arenas), saving you three hours of driving time and avoiding an extra hotel night while making your way to the park.

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Central Italy’s Homespun Christmas Charm

Christmas in italy santas on horseback

Christmas in Italy’s cities and small towns still feels authentic and homespun. Photo: CIU Travel

For: December 2019

In the small towns and even the major cities of central Italy—Montepulciano, Perugia, Rome, Florence—Christmas continues to have a homespun, traditional feel, without the crass consumerism that surrounds the holiday here in the U.S. Many towns, and the larger piazza in big cities, have enchanting Christmas markets where you can buy artisan crafts and handmade decorations.

Why book in August? To fully soak up the holiday ambiance, you’ll want to stay in a city apartment or smaller hotel where you can stroll through town right from your doorstep; since this narrows the options, it’s wise to book now for the widest choice of accommodations.

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Note: If you’re looking for a countryside villa to celebrate Christmas in, read The Rewards of an Italian Villa Vacation in Winter.

Brazil’s Other Big Party: New Year’s

New Years Eve fireworks Reveillon Copacabana beach, Rio, Brazil

New Years Eve Réveillon on Copacabana beach, Rio, Brazil. Photo: Leandro Neumann Ciuffo/Flickr

For: December 2019

New Year’s is perhaps Brazil’s biggest celebration outside of Carnaval, and the locals’ infectious party spirit is a major draw for travelers. Rio celebrates with one huge beach party all along Copacabana; revelers dress in white and make offerings of flowers to the sea, jumping over waves and of course knocking back a few caipirinhas. There are also free concerts and one of the world’s largest fireworks displays. More low-key parties take place in almost every beach village in the country; jet-set crowds and international DJs soak up the laid-back vibe in Trancoso and Florianoplolis.

Why book in August? Rooms at the country’s top hotels are still available over New Year’s—but that won’t be the case for long. Right now, our Trusted Travel Expert can also procure tickets to exclusive private parties overlooking the festivities in Rio.

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Uganda’s Great Apes

gorilla group in the jungle, Uganda

Gorilla trekking in Uganda. Photo: Explore Inc.

For: January and early February 2020

The experience of a gorilla trek in Uganda is unparalleled at any time of year; the advantage of going in January and early February (before the rains hit hard in mid-February) is that the chimpanzees are more readily visible, as fruits are in season at lower elevations. Hike up the Virunga Mountains through magnificent jungle to locate one of several gorilla families, then spend an hour observing their family dynamic, playful nature, and social complexity in their home environment.

Why book in August? Trekking permits are a case of high demand and low supply; now is your last chance to snag one for this prime season.

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Bhutan’s Season of Wildflowers and Festivals

dancer in colorful robes at Bhutan's Trashigang Festival

Bhutan’s festivals are a kaleidoscope of color. Photo: Myths & Mountains

For: February–April 2020

Witnessing a Bhutanese festival is a bucket-list experience, and spring planting season is one of the best times to catch a multitude of celebrations in different parts of the country; it’s also when the rhododendrons and azaleas are in bloom, making the countryside an incredible kaleidoscope of color, framed by snow-capped Himalayan peaks. You can choose among city festivals, such as the Paro Tsechu; small village festivals such as Talo; or the enthralling Gomphukora, held in early April 2020 at a small temple in eastern Bhutan. This last festival attracts not only Bhutanese but also tribal people from nearby Assam in India.

Why book in August? Only two airlines, Druk Air and Bhutan Air, fly into the country, so you need to reserve now to get the flights you want for next spring. Bhutanese hotels also tend to be quite small; if you want to attend the Punakha Tsechu in February or the Paro festivals in March, for example, some of the very best hotels nearby have only eight and 11 rooms respectively.

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Galapagos for an Unexpected Spring Break

blue footed booby galapagos islands ecuador

Blue-Footed Booby, Galapagos Islands. Photo: peterstuartmill/Pixabay

For: March–April 2020

Spring break is a great time to take the kids on an educational journey to the Galapagos: They can paddle with marine iguanas, play with sea lions, and tread next to bobbing penguins. Some ships offer specific family-friendly departures during spring-break weeks, and those fill up especially quickly.

Why book in August? This far in advance, the right travel specialist can match you to the ship that best fits your traveling style and specific travel dates (the latter being particularly important when working with school schedules); plus, you can still snag the inter-connected or triple cabins that are most convenient and economical for your family.

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An Australia Safari Rich With Culture and Wildlife

Bamurru Plains Luxury Lodges of Australia

Consider a safari in Australia’s Northern Territory and you’ll see wallabies, buffalo, and more. Photo: Bamurru Plains—Luxury Lodges of Australia

For: July–September 2020

Peak safari season in Australia’s “Top End”—the uppermost section of the Northern Territory, home to Kakadu National Park and the city of Darwin—runs from July through September. Here you’ll find abundant wildlife (wallabies, crocodiles, buffalo, and prolific birdlife), a rich indigenous culture and its accompanying rock art, and stunning outback scenery.

Why book in August? Since the region’s much-buzzed-about lodges have only 10 to 20 rooms each, you need to book a year in advance to get the accommodations you want.

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A Safari-and-Seychelles Extravaganza at 15% Off

A leopard sitting in the grass in Botswana

A leopard takes a rest in Botswana. Photo: Machaba Safaris

For: all dates through 2020

Looking for a vacation that combines safari-style adventure with relaxation on an idyllic beach?  Yeah, so is just about every honeymooner we know.  This month you—and they— can lock in a deal on just such a trip: a safari in Botswana’s Okavango Delta, followed by fishing, diving, and beach time at a private-island resort in the Seychelles. In Botswana you’ll divide your nights between Machaba Camp and Gomoti Plains Camp, where you’ll have the opportunity to see the Big Five on game drives, walking safaris, and canoe trips. Then it’s off to Alphonse Island, home to giant tortoises, fabulous white-sand beaches, and the world’s best bonefishing. Here you can snorkel and scuba dive in water with 150 feet of visibility, take nature walks, pedal around the island on beach cruisers, and indulge in spa treatments.

Why book in August? Our Trusted Travel Expert has negotiated 15% off trips that combine six nights in Botswana and eight nights in the Seychelles—just for WendyPerrin.com readers—but only if you book this month; this represents a savings of at least $3,800 for a couple. The savings are even available during the peak winter holiday season, when prices are often exorbitant. Rates include all accommodations, meals, several charter flights, and a wide variety of activities at all three properties.

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