10 Best North America Multiday Tours in Winter

Cancun to San Jose Travel Pass - Winter tours

No booking fees

Best price guaranteed

Embark on an unforgettable adventure from Cancun to San Jose, uncovering the vibrant cultures and stunning landscapes of Central America. Experience thrilling activities like exploring ancient Mayan ruins, snorkeling in crystal-clear Caribbean waters, and hiking lush rainforests. Delight in local cuisine, lively nightlife, and charming colonial towns. This meticulously crafted travel itinerary offers unique experiences and seamless transportation, ensuring a hassle-free, exhilarating journey perfect for culture enthusiasts and natural beauty seekers. Discover the hidden gems of Mexico, Belize, Guatemala, and Costa Rica.

Trekking and HikingZip lining

Tour Type

Group Tour

Accommodation

Hostel, Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

San Jose, Cancún, Belize City, S

San Jose, Cancún, Belize City, San Ignacio, Flores, Rio Dulce, Lanquin, Panajachel, San Jorge La Laguna, Playa Del Carmen, Antigua, Copán Ruinas, El Tunco, Leon, Granada, San Jorge, Ometepe, San Juan Del Sur, Monteverde, Manuel Antonio, Tulum, Bacalar, Chetumal, Caye Caulker

Duration39 days

From

USD 2,656

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Lima to La Paz Express Travel Pass - Winter tours

No booking fees

Best price guaranteed

Discover South America's hidden gems with an unforgettable journey from Peru to Bolivia. Begin in the cultural hub of Lima, explore the enigmatic Nazca Lines, sail on majestic Lake Titicaca, and marvel at the ancient Incan city of Machu Picchu. Experience the vibrant city of Cusco and the bustling markets of La Paz. This adventure promises a blend of history, culture, and breathtaking landscapes, perfect for travelers eager to delve into the heart of the Andes.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Lima, La Paz, La Paz, Arequipa

Lima, La Paz, La Paz, Arequipa, Cusco, Ballestas Islands and Paracas National Reserve, Huacachina, Colca Canyon

Duration15 days

From

USD 902

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San Blas Yanis Island Budget Experience 3D/2N - Winter tours

No booking fees

Best price guaranteed

Discover the ultimate tropical escape with a budget-friendly adventure to San Blas Yanis Island. Immerse yourself in pristine beaches, crystal-clear waters, and authentic Kuna culture. This unforgettable experience includes island-hopping tours, snorkeling vibrant coral reefs, and savoring delicious local cuisine. Perfect for nature enthusiasts and cultural explorers, this San Blas adventure promises breathtaking scenery and unique cultural insights. Enjoy an affordable yet enriching getaway that highlights the stunning beauty and vibrant traditions of the San Blas Islands.

Adventure

Tour Type

Small Group Tour

Accommodation

Ship Cabin

Age Range

18-99 yrs

Operated in

english

Destinations

Panama City, San Blas Islands

Duration3 days

From

USD 350

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Treasures of Costa Rica and Panama - Winter tours

(1 review )

Trip customizable

Best price guaranteed

We loved our trip to Costa Rica/Panama and it was a perfect mix of tours and time on our own. The guides were all great and the hotels (including breakfast) all good -- one less so but not bad... Highly recommend this trip!

National parksWildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

8-99 yrs

Operated in

english

Destinations

Panama City, San Jose, Panama Ca

Panama City, San Jose, Panama Canal, Soberanía National Park, Arenal, Monteverde, Manuel Antonio

Duration13 days

From

USD 2,939

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20% OFF TODAY

Contrasts of Mexico - Winter tours

4.7

(9 reviews )

No booking fees

Best price guaranteed

They say it’s the tour leader who makes or breaks a trip, and for me, this couldn’t be truer. Luis Flores brought this whirlwind adventure to life with his warmth, kindness, passion for his country, and enduring patience—all matched by his brilliant, boyish sense of humour, which was a bonus. Behind the company logo is a man of immense grace and generosity—a true superstar in countless subtle ways. He’s not just someone who leads you through a place but someone who helps you connect with its soul and its people. This trip was a vibrant tapestry of breathtaking sights, iconic landmarks, and mouthwateringly delicious cuisine (with portions that were often humongous—wear stretchy trousers!). Add to that the genuine, heartwarming hospitality of the people we met, and it was an experience like no other. The long, scenic drives became opportunities to daydream out the window, snooze in readiness for the next adventure (or “meditate,” as Luis fondly called these sleepy and quiet moments), or share conversations that added even more richness to the journey—or, occasionally, for me to ask, “Are we nearly there?” Was it perfect? No. Could some things have been better? Yes, of course. But I came hoping for an authentic, enriching experience—and that’s precisely what I got. If you’re considering this trip, come with an open mind and heart and be ready to let the magic unfold. Drink in the numerous sensorial moments of wonder. There are so many “wow, wow, wow” moments—turning a corner and seeing something genuinely magnificent alongside enchanting flora and fauna (sadly, no jaguars made an appearance). For me, this was a genuinely enriching and transformative journey. In all honesty, I was hesitant to book after a really disappointing experience with an Explore guide earlier this year. It felt like a huge risk to trust you again, especially since this was a 2-week trip and tour leaders are beyond your control. But I’m so glad I did and am deeply grateful for the experience.

Active and outdoorExplorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Mexico City, Belize City, Palenq

Mexico City, Belize City, Palenque, Flores, Flores, Tikal, San Ignacio, Teotihuacan Pyramids, Oaxaca, Tehuantepec, San Cristóbal

20% OFF TODAY

Duration15 days

From

USD 4,710

USD 3,790

Saving

USD 920

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Nashville & the Smoky Mountains Holiday featuring Gatlinburg & Asheville - Winter tours

4.7

(20 reviews )

No booking fees

Best price guaranteed

Highlights were the tour of Churchill Downs , the tastings at Buffalo Trace snd the Moonshine Distillery in Gatlinburg, the KatieRich Breeding Farm,and the day spent in The Smoky Mountains. When it became impossible to include Ashville on the tour , Collette punted , as I was sure they would , having been on many Collette tours, and added a side trip to Nashville. It was wonderful. Meals included in the tour were appropriate, delicious and representative of local cuisine . Our driver and our tour manager were over the top spectacular. You should employ them as much as possible. They added bits of information and games to the bus rides and made every stop memorable.

Mountains

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Louisville, Nashville, Gatlinbur

Louisville, Nashville, Gatlinburg, Asheville, Charlotte, Lexington

Duration8 days

From

USD 3,399

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Cancun to Mexico City (via Belize & Guatemala) Travel Pass - Winter tours

No booking fees

Best price guaranteed

Embark on a thrilling adventure from Cancun to Mexico City with Bamba, exploring Belize and Guatemala along the way. Dive into vibrant coral reefs, discover ancient Mayan ruins, and hike through lush jungles. Delight in rich cultural experiences and stunning landscapes as you journey through iconic destinations like Tikal and Flores. This unforgettable travel pass blends historical exploration, natural beauty, and immersive cultural encounters, perfect for adventure seekers craving a unique, multi-country Central American escapade.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Mexico City, Cancún, Caye Caulke

Mexico City, Cancún, Caye Caulker, Belize City, San Ignacio, Flores, Rio Dulce, Lanquin, Antigua, Playa Del Carmen, Panajachel, San Jorge La Laguna, San Cristobal De Las Casas, Pochutla, Puerto Escondido, Oaxaca, Playa Del Carmen, Tulum, Bacalar, Chetumal

Duration31 days

From

USD 1,971

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Niagara Falls Experience 2D/1N (from New York) - Winter tours

No booking fees

Best price guaranteed

Discover the breathtaking beauty of Niagara Falls with an unforgettable two-day adventure departing from New York. Experience the awe-inspiring power of the Falls, take a thrilling boat ride on the famous Maid of the Mist, and explore iconic attractions like Goat Island and the Cave of the Winds. Enjoy traveling through scenic landscapes, and capture stunning photographs. This tour offers expert guides, comfortable accommodations, and a curated itinerary, ensuring an enriching and seamless travel experience. Perfect for nature lovers and adventure seekers!

AdventureExplorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

New York, Niagara Falls

Duration2 days

From

USD 508

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Mexico Highlights (from Cancun) Travel Pass - Winter tours

No booking fees

Best price guaranteed

Embark on an unforgettable adventure through Mexico with a Cancun departure, experiencing the vibrant culture, stunning natural wonders, and historic landmarks this beautiful country has to offer. Explore ancient Mayan ruins, dive into pristine cenotes, and stroll through colorful colonial towns. Visit iconic destinations like Chichen Itza, Tulum, and Palenque, while immersing yourself in Mexico's rich traditions and mouth-watering cuisine. This travel pass ensures an exciting and immersive journey, providing a seamless and enriching experience across the country's most captivating highlights.

Local cultureExplorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Mexico City, Cancún, San Cristob

Mexico City, Cancún, San Cristobal De Las Casas, Pochutla, Puerto Escondido, Oaxaca, Playa Del Carmen, Tulum, Merida, Palenque

Duration17 days

From

USD 1,249

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Hidden Downtown Day Tour - Winter tours

No booking fees

Best price guaranteed

Discover the vibrant heart of the city with an immersive urban exploration experience. Delve into bustling markets, historical landmarks, and hidden gems known only to locals. Savor authentic street food and engage with the rich, dynamic culture. This exclusive adventure combines insightful storytelling with hands-on activities, making it perfect for history buffs, food enthusiasts, and curious travelers. Elevate your city visit and uncover the best-kept secrets that traditional tours often overlook. Book now for an unforgettable journey off the beaten path!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Age Range

18-99 yrs

Operated in

english

Destinations

Mexico City

Duration7 hours

From

USD 31

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Bahamas Cruise 3D/2N (From Miami) - Winter tours

No booking fees

Best price guaranteed

Set sail on a captivating 3-day Bahamas cruise from Miami, promising an exotic blend of leisure and exploration. Revel in the Caribbean's charm, with powdery beaches and azure waters teeming with vibrant marine life. The cruise offers a delightful escape, with tantalizing local cuisine and thrilling activities perfect for families and couples alike. Adventure, relaxation, and cultural enrichment await on this memorable journey to one of the world's idyllic getaways.

Adventure

Tour Type

Small Group Tour

Accommodation

Ship Cabin

Age Range

18-99 yrs

Operated in

english

Destinations

Miami, West Palm Beach, Grand Bahama Island

Duration3 days

From

USD 575

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Riviera Maya Adventure 6D/5N - Winter tours

No booking fees

Best price guaranteed

Discover an unmatched adventure in the Riviera Maya with Bamba! Dive into crystal-clear cenotes, explore the ancient ruins of Chichen Itza, and relax on pristine Caribbean beaches. This immersive experience seamlessly blends cultural exploration with thrilling activities like snorkeling with vibrant marine life in Tulum and venturing into mystical underground rivers. Perfect for both thrill-seekers and culture enthusiasts, this all-encompassing journey delivers unforgettable memories and superb photo opportunities amidst stunning natural beauty and rich historical landmarks.

Adventure

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Cancún, Tulum, Playa Del Carmen

Duration6 days

From

USD 301

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25% OFF TODAY

Best of Western Cuba + Beach Extension - Winter tours

4.5

(8 reviews )

No booking fees

Best price guaranteed

Ycel our tour leader was exceptional, very knowledgeable about Cuba's history and very organised! Due to a hurricane we have to move Casa's but there was no problem at all and the issue was dealt with at short notice. Cuba is such a beautiful island and the Vinales region is in particularly special. As a group we would have all liked to stay overnight here and spend some more time here. We definitely got to experience life as the locals do and experienced numerous blackouts , added with a hurricane that knocked out the power for 2 days across the whole island! Despite this the locals are so resilient , welcoming and are happy to help. Our itinerary might not have gone entirely to plan due to things being closed due to the Hurricane but this in no way affected us thoroughly enjoying our holiday.

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Havana, Playa Jibacoa, Trinidad

Havana, Playa Jibacoa, Trinidad, Cayo Blanco

25% OFF TODAY

Duration10 days

From

USD 1,800

USD 1,350

Saving

USD 450

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Aloha Discovery - Honolulu Option with Airfare - Winter tours

Trip customizable

Best price guaranteed

This exceptional itinerary takes you through the gorgeous west and finishes in a tropical paradise. From Los Angeles you'll experience the grandeur of the Western United States, including unparalleled canyon vistas, intriguingly shaped rocks, the Golden Gate Bridge, and so much more. Head over to Viva Las Vegas where the fun never stops. Relax amidst the warm Aloha spirit of Honolulu and enjoy the tranquil sights and sounds of this island, with its world-renowned tropical beauty

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

13-99 yrs

Operated in

english

Destinations

California, Los Angeles, Modesto

California, Los Angeles, Modesto, San Francisco, Central Coast, Honolulu, Phoenix, Grand Canyon, Lake Powell, Bryce Canyon, Las Vegas, Mammoth Lakes

Duration20 days

From

USD 4,744

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All North America Tours in Winter

Page 8 of 209 Trips in North America with 969 Reviews

Page 8 of 209 Trips in North America with 969 Reviews

Cancun to San Jose Travel Pass - Winter tours

Lima to La Paz Express Travel Pass - Winter tours

San Blas Yanis Island Budget Experience 3D/2N - Winter tours

Treasures of Costa Rica and Panama - Winter tours

Contrasts of Mexico - Winter tours

Nashville & the Smoky Mountains Holiday featuring Gatlinburg & Asheville - Winter tours

Cancun to Mexico City (via Belize & Guatemala) Travel Pass - Winter tours

Niagara Falls Experience 2D/1N (from New York) - Winter tours

Mexico Highlights (from Cancun) Travel Pass - Winter tours

Hidden Downtown Day Tour - Winter tours

Bahamas Cruise 3D/2N (From Miami) - Winter tours

Riviera Maya Adventure 6D/5N - Winter tours

Best of Western Cuba + Beach Extension - Winter tours

Aloha Discovery - Honolulu Option with Airfare - 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 8 of 209 Trips in North America with 969 Reviews

Page 8 of 209 Trips in North America with 969 Reviews