10 Best North America Multiday Tours in Winter

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Island-hopping And Sailing Belize: Beach Days & Starry Nights - Winter Tours

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Island-hopping and Sailing Belize: Beach Days & Starry Nights - Winter tours

No booking fees

Best price guaranteed

There’s laid-back — and then there’s sailing the Belizean coast. This six-day island-hopping escape kicks off in Caye Caulker before heading out to sea for three unforgettable days on the water. You’ll drift between remote cayes, snorkel in warm turquoise waters, chill on deserted beaches, and fall asleep to the sound of waves lapping the hull. With fresh seafood, golden sunsets, and that slow island rhythm, this trip is pure off-the-grid bliss. No filters needed — just good vibes, salt air, and stories you’ll be telling for years.

Explorer

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hostel, Tent

Age Range

18-39 yrs

Operated in

english

Destinations

Belize City, Caye Caulker, Hopkins

10% OFF TODAY

Duration6 days

From

USD 1,099

USD 989

Saving

USD 110

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Western Classics - Winter tours

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The "Western Classics" tour is your passport to the highlights of the American West. Over 4 days, seniors can enjoy the sights of Los Angeles, Flagstaff, and Las Vegas in a relaxed, guided group setting. Accommodation, transport, and meals are all arranged, so you can immerse yourself in each destination’s charm. The USP of this package is its concise yet comprehensive itinerary—perfect for travelers seeking a quick, comfortable taste of the West.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles

Duration4 days

From

USD 893

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Food Tour Puebla: Taste Irresistible Flavors Of Cholula And Atlixco (3 Days) - Winter tours

Trip customizable

Best price guaranteed

Join our Food Tour Puebla to get acquainted with the aromas and flavors of the State of Puebla in Mexico. The history and culture of this state are one of the world’s treasures and its capital is currently on the UNESCO World Heritage List. This designation also applies to the state’s exquisite cuisine which combines indigenous, Spanish, and Arab influences. Puebla is nationwide famous for its diverse regional dishes and is also one of the main gastronomic regions of the country. Guided visits to local mezcal, market food, cider, beer, or pulque producers, walking tours and visits to local museums – all this and even more is waiting for you!

Food toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-69 yrs

Operated in

english, spanish

Destinations

Puebla, Atlixco, Mexico City

Duration3 days

From

USD 823

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Mexico Yucatan Loop - Winter tours

No booking fees

Best price guaranteed

Mexico is coming in hotttt! Taco'bout the ultimate way to see Mexico - this is it! Think tequila, think islands, think cenotes and more. You’ll be salsa-ing with Tru happiness by the end of these 7 days. This whistlestop tour of Mexico will cover the idyllic beaches, a wonder of the world and of course some of the best food and drink in the world. This is nacho average trip - oh no, it's much more than that. We're starting in Cancun before jumping over to Holbox, it's a real slice of paradise! Merida is next, here we'll see Chichen Itza and swim in the magical cenotes, not heard of these? Google them now! These "natural sinkholes" are insane!

Sightseeing Tours

Tour Type

Group Tour

Age Range

18-40 yrs

Operated in

english

Destinations

Playa Del Carmen, Cancún, Holbox

Playa Del Carmen, Cancún, Holbox, Merida

Duration7 days

From

USD 1,425

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Capitals of Mexico - Winter tours

No booking fees

Best price guaranteed

History lovers will relish the 'Capitals of Mexico' tour, a 7-day city sightseeing experience starting and ending in Mexico City. With easy activity levels and a focus on comfort, senior participants are treated to expertly guided visits through Patzcuaro, Guadalajara, and beyond. Hotels, meals, and transport are seamlessly included, allowing for stress-free enjoyment. The main attraction of this trip is its curated selection of Mexico’s most significant cities, offering an educational and engaging getaway for those seeking cultural exploration at a gentle pace.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Patzcuaro, Guadalajara

Duration7 days

From

USD 925

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Oaxaca Food Tour: All Tastes From Monte Alban To Huatulco (10 Days) - Winter tours

Trip customizable

Best price guaranteed

The Oaxaca Food Tour is a mouthwatering journey exploration of Oaxaca, Puebla, and Mexico City! These regions represent the essence of Mexican cuisine, a harmonious blend of mestizo, Spanish, and pre-Hispanic influences. Get ready to savor iconic dishes like mole, tamales, chiles en nogada, and local delights like tlayudas and memelas. Quench your thirst with traditional beverages like mezcal, pulque, tepache, rompope, tejate, and chocolate. This tour isn’t just about food; it’s a multisensory experience that immerses you in unique archaeological sites, heaven beaches, charming colonial towns, and rich indigenous traditions. The trip begins in bustling Mexico City, crossing through the beautiful landscapes of Puebla and Oaxaca, and culminates in the rugged beauty of Huatulco’s bays. Get ready to delight in the flavors, aromas, and cultural richness of Mexico!

Art and architectureFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-69 yrs

Operated in

english, spanish

Destinations

Mexico City, Santa María Huatulc

Mexico City, Santa María Huatulco, Puebla, Oaxaca, San Jose Del Pacifico

Duration10 days

From

USD 1,430

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Flavours of Mexico City: La Merced Market Exploration - Winter tours

No booking fees

Best price guaranteed

Delve into the vibrant flavours of Mexico City with a captivating journey through the bustling La Merced Market. Explore the heart of Mexican cuisine amidst the historic Downtown while indulging in diverse culinary delights, from traditional tacos and tamales to exotic pre-Hispanic snacks like grasshoppers. Conclude your gastronomic adventure with a refreshing drink and a snack in a charming hidden restaurant.

Bicycle tours

Tour Type

Small Group Tour

Age Range

18-99 yrs

Operated in

english

Destinations

Mexico City

Duration3 hours

From

USD 140

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Welcome to Mexico City 3D/2N - Winter tours

No booking fees

Best price guaranteed

Embark on a captivating 3-day exploration through Mexico's cultural heartland, beginning with the vibrant urban tapestry of Mexico City. Revel in the city's iconic architecture and stirring murals, then journey to tranquil archaeological sites, seamlessly blending ancient history with modern vibrancy. This journey promises an unforgettable voyage through time, art, and culture.

Explorer

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Mexico City

Duration3 days

From

USD 151

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Veracruz Tour: Enjoy Mountains, Cascades And Know The Coast Culture (15 Days) - Winter tours

Trip customizable

Best price guaranteed

Veracruz Tour is an adventure to uncover hidden gems and witness breathtaking waterfalls, majestic mountains, and the beauty of the sea. An unforgettable experience that caters to adventurers and history buffs alike. Explore the past and present in a truly interactive way with us!

AdventureWalking toursBeach

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

12-69 yrs

Operated in

english, spanish

Destinations

Mexico City, Veracruz, Pico De O

Mexico City, Veracruz, Pico De Orizaba, Puebla, Tlaxcala City, La Malinche National Park, Cuetzatlan, Tlapacoyan, Costa Esmeralda, Ciénega Del Fuerte

Duration15 days

From

USD 1,543

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Christmas Markets of Montreal and Quebec City - Winter tours

No booking fees

Best price guaranteed

Enchanting winter experiences and magical Christmas markets await in Quebec City and Montreal, each with its own unique charm and character. Embark on a city tour of Quebec City, bundling up to wander through Old Quebec and among the wooden stalls of its German Christmas markets. Discover the history and landmarks of Montreal, from atop Mount Royal to the Underground City. Learn about the art and tradition behind making the iconic French holiday cake, the Bûche de Noël. Visit a traditional sugar shack in the Quebec countryside and see the impressive Montmorency Falls. Set out on a festive journey to two French Canadian cities in the heart of the holiday season.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Montreal, Quebec City

Duration7 days

From

USD 2,769

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San Francisco's Muir Woods & Wine Tours - Winter tours

No booking fees

Best price guaranteed

Muir Woods in the morning The tour departs from Fisherman's Wharf with a knowledgeable guide on board the bus. Relax in comfortable seats and enjoy the scenic views while your tour guide shares fun and informative facts along the way. Cross the iconic Golden Gate Bridge and enjoy the breathtaking views of the San Francisco Bay and Alcatraz Island. The tour continues along the Pacific Coast Highway, heading further to Muir Woods National Monument. Muir Woods is home to Coast Redwoods, some of the world's tallest trees. With maps in hand, take a walk through the spectacular woods and indulge in all its natural beauty. Set aside in 1908 as a federally protected area, Muir Woods National Monument is the only surviving stand of Old Growth Forest in the Bay Area today. Explore the area by strolling around the paved walking trails to get a close look at the magnificent giants, or take a light hike up the unpaved trails to truly connect with the nature. California Wine Country in the afternoon From Muir Woods we head further north for a relaxing afternoon in California’s renowned Wine Country. Enjoy the drive through the beautiful scenery with magnificent vineyards along the road while your tour guide provides informative insights and leads you to the first superb location in famous Napa Valley. Visit one of the highly regarded wineries and enjoy a delicious wine tasting. Learn about the winemaking process and hear what makes each winery special while you sip some of the best wine in California and stroll through the vineyards. After your first exquisite wine tasting experience, we continue to Sonoma Valley and Historic Downtown Sonoma Square with its charming shops, art galleries and a wonderful variety of dining options. Enjoy your time at leisure and relax on a lawn during a picnic, have lunch at one of the cozy cafes and restaurants, or sample cheese and wine at one of the local shops before heading on to the next winery. Enjoy two more wine tastings at boutique wineries in Sonoma County where you can get to know the winemakers and learn about the special features of the wines they are offering. Towards the end of the day, enjoy the scenic drive back to San Francisco, crossing the Golden Gate Bridge once again with breathtaking views of San Francisco’s skyline as the sun starts to set into the Pacific Ocean. A perfect end to a perfect day!

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

3-79 yrs

Operated in

english

Destinations

San Francisco

Duration11 hours

From

USD 170

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Tapatío Mexico and Acapulco - Winter tours

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Best price guaranteed

Indulge in the vibrant culture and stunning scenery of Mexico on the "Tapatío Mexico and Acapulco" tour, a nine-day package crafted for senior adventurers. Starting and ending in Mexico City, the itinerary features comfortable hotels, guided group excursions, and hassle-free transport as you explore Mexico’s artistic heritage and relax on Acapulco’s sun-kissed beaches. The unique selling point here is the tour’s blend of urban excitement and coastal relaxation—perfect for travelers seeking a well-rounded, easy-paced introduction to Mexico’s diverse attractions.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Taxco, Acapulco, Zi

Mexico City, Taxco, Acapulco, Zihuatanejo, Patzcuaro, Guadalajara

Duration9 days

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Alaska in Winter: Northern Lights & Dog Sledding Adventure - Winter tours

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Best price guaranteed

Winter in Alaska — a remote, snow-covered wonderland — might seem intimidating, but this 8-day adventure will win over even the most dedicated sun worshipper. Kick things off in Anchorage, where you’ll explore cultural landmarks and dive into the stories of Alaska’s Indigenous peoples at the Alaska Native Heritage Center. Then, it’s time for some serious fun: go dog sledding with Iditarod champion pups and learn to mush like a pro. Hop aboard the Aurora Winter Train and glide through the frozen tundra to Fairbanks. Walk across the shimmering surface of Matanuska Glacier, visit the festive town of North Pole, and chase the Northern Lights on a thrilling nighttime expedition. Top it all off with a soak in the steamy Chena Hot Springs, and you’ve got a winter adventure you’ll never forget.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

Anchorage, Fairbanks, Talkeetna

Anchorage, Fairbanks, Talkeetna, Chena

30% OFF TODAY

Duration8 days

Desert Drifts & Baja Beaches 7D/6N (From Los Cabos) - Winter tours

No booking fees

Best price guaranteed

Embark on an unforgettable adventure through the stunning landscapes of Baja California. Experience the thrill of desert drift excursions, visit breathtaking beaches, and explore vibrant marine life with snorkeling and optional whale-watching. This tour promises cultural immersion, delicious local cuisine, and awe-inspiring scenery, making it the perfect getaway for nature enthusiasts and adventure seekers alike. Discover hidden gems, relax in charming coastal towns, and create memories that will last a lifetime on this exclusive Baja journey.

Adventure

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Baja California Peninsula, Cabo

Baja California Peninsula, Cabo San Lucas, La Paz

Duration7 days

All North America Tours in Winter

Page 26 of 390 Trips in North America with 1,259 Reviews

Page 26 of 390 Trips in North America with 1,259 Reviews

Island-hopping and Sailing Belize: Beach Days & Starry Nights - Winter tours

Western Classics - Winter tours

Food Tour Puebla: Taste Irresistible Flavors Of Cholula And Atlixco (3 Days) - Winter tours

Mexico Yucatan Loop - Winter tours

Capitals of Mexico - Winter tours

Oaxaca Food Tour: All Tastes From Monte Alban To Huatulco (10 Days) - Winter tours

Flavours of Mexico City: La Merced Market Exploration - Winter tours

Welcome to Mexico City 3D/2N - Winter tours

Veracruz Tour: Enjoy Mountains, Cascades And Know The Coast Culture (15 Days) - Winter tours

Christmas Markets of Montreal and Quebec City - Winter tours

San Francisco's Muir Woods & Wine Tours - Winter tours

Tapatío Mexico and Acapulco - Winter tours

Alaska in Winter: Northern Lights & Dog Sledding Adventure - Winter tours

Desert Drifts & Baja Beaches 7D/6N (From Los Cabos) - Winter tours

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All North America Tours in Winter

Page 26 of 390 Trips in North America with 1,259 Reviews

Page 26 of 390 Trips in North America with 1,259 Reviews