550 May 2026 Tours in North America - Seasonal Adventures

Mexico & Guatemala Circuit (from Cancun) Travel Pass - May 2026

No booking fees

Best price guaranteed

Journey through Mexico and Guatemala with the Mexico & Guatemala Circuit (from Cancun) Travel Pass, an 18-day adventure that promises lively culture, ancient ruins, and breathtaking nature. Perfect for the curious and energetic, this self-guided active and outdoor tour showcases wonders like Chichén Itzá, Tikal, and Lake Atitlán. Enjoy authentic cuisine, swim in cenotes, and immerse in local traditions. The USP: a seamless circuit that delivers the magic of two captivating countries, ideal for travelers seeking rich cultural immersion and natural marvels in a single, unforgettable trip.

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Cancún, Merida, Caye Caulker, Ch

Cancún, Merida, Caye Caulker, Chetumal, Bacalar, Tulum, Playa Del Carmen, Palenque, Flores, Belize City

Duration18 days

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Eastern Explorer Mini Tour: Toronto Departure - May 2026

Trip customizable

Best price guaranteed

Dreaming of Canada’s most iconic sights? The Eastern Explorer Mini Tour: Toronto Departure is your all-access pass to a sweeping 9-day exploration, starting and ending in Toronto. This easy-paced group trip is ideal for families, seniors, and anyone seeking a comfortable journey through Canada’s eastern gems. Your itinerary includes guided visits to Ottawa’s historic landmarks, the vibrant culture of Montreal, and the charming streets of Quebec City. Marvel at the sheer force of Niagara Falls and ascend the Skylon Tower for breathtaking views. Glide through the enchanting Thousand Islands region, where the St. Lawrence River’s dotted islets create a magical backdrop. In Montreal, soak up the city's dynamic energy before heading to Ottawa to uncover its storied past. Every detail—accommodation, transport, meals, and more—is taken care of, making your experience seamless and stress-free. The standout feature of this tour package is its expertly curated blend of culture, nature, and relaxation, all within an easy-going structure that welcomes travelers of all backgrounds. Whether you’re tasting local delicacies, strolling along historic avenues, or cruising scenic waterways, you’re guaranteed an unforgettable journey across Eastern Canada’s most captivating destinations.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Camping, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Montreal, Quebec City

Toronto, Montreal, Quebec City, Ottawa, Niagara Falls

Duration9 days

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Tikal & Semuc Champey Experience 6D/5N - May 2026

No booking fees

Best price guaranteed

Unlock the best of Guatemala’s natural and historic wonders with the Tikal & Semuc Champey Experience 6D/5N, a relaxed-paced adventure geared toward young adults and seasoned explorers. Setting off from Antigua, this self-guided trip takes you through Guatemala City, Flores, and Lanquin, weaving together ancient Mayan history and breathtaking jungle scenery. Explore the legendary ruins of Tikal, where towering pyramids rise above the forest canopy, then journey to Semuc Champey, renowned for its turquoise pools and cascading waterfalls. Experience the thrill of hiking lush jungle trails, discovering hidden caves, and immersing in local culture along the way. With seamless transport, comfortable accommodations, and expert guidance, this tour package stands out for its unique combination of historical exploration and natural beauty. Ideal for travelers who crave both adventure and relaxation, this journey delivers an authentic taste of Guatemala’s most captivating destinations.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

Antigua, Lanquin, Flores, Guatemala City

Duration6 days

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Isla Mujeres Experience 4D/3N - May 2026

No booking fees

Best price guaranteed

Discover Isla Mujeres with an unforgettable adventure offering pristine beaches, vibrant marine life, and thrilling water activities. Participants will enjoy snorkeling in crystal-clear waters, exploring the enchanting Punta Sur, and savoring delicious local cuisine. This immersive tour includes a guided golf cart excursion, allowing you to uncover hidden gems and cultural treasures. Perfect for nature lovers and adventure seekers, this experience promises unique encounters with marine biodiversity and breathtaking sunset views, making it an idyllic island getaway.

AdventureExplorer

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Cancún, Isla Mujeres

Duration4 days

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Chicago to L.A - May 2026

Trip customizable

Best price guaranteed

Dreaming of the great American road trip? “Chicago to L.A” is an 11-day tour that captures the spirit of cross-country adventure, guiding you from the urban buzz of Chicago to the sun-drenched coast of Los Angeles. Journey through Yellowstone’s geothermal wonders, marvel at Mount Rushmore, and discover the surreal beauty of Bryce Canyon. Downtown Chicago’s famed architecture, Salt Lake City’s Temple Square, and a host of other iconic stops round out the itinerary. Perfect for families, young adults, and seniors, this easy tour balances city sightseeing with natural marvels, all in the comfort of a guided group. The unique selling point: The chance to experience the breadth of the USA’s landscapes and landmarks, all in one seamless, unforgettable trip package.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

13-99 yrs

Operated in

english

Destinations

Los Angeles, Chicago, Las Vegas

Los Angeles, Chicago, Las Vegas, Sioux Falls, Rapid City, Cody, Yellowstone National Park, Salt Lake City, Bryce Canyon, Flagstaff

Duration11 days

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San Blas Authentic Guna Yala Experience 4D/3N - May 2026

No booking fees

Best price guaranteed

Embark on an unforgettable adventure to the San Blas Islands, immersing yourself in the vibrant Guna Yala culture. Revel in pristine beaches, crystal-clear waters, and charming island stays. Highlights include traditional Guna crafts, snorkeling amid colorful reefs, and savoring fresh, local cuisine. Perfect for culture enthusiasts and nature lovers alike, this tour promises an authentic, off-the-beaten-path experience. Unwind in paradise and discover the untouched beauty of Panama's hidden gem. Book your ultimate island getaway now!

AdventureExplorer

Tour Type

Small Group Tour

Accommodation

Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

Panama City, San Blas Islands

Duration4 days

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Icons of Western Canada from Vancouver - May 2026

Trip customizable

Best price guaranteed

For those seeking to experience Canada’s western wonders, the “Icons of Western Canada from Vancouver” trip is a standout 8-day adventure. Set out from Vancouver and journey through Whistler, Jasper, Banff, and Kelowna, with overnight stays in each location. Enjoy guided sightseeing and easy hikes, whether you’re admiring Maligne Lake’s tranquil waters or standing in awe at the Columbia Icefields. Designed for experienced travelers and seniors, the tour’s easy activity level ensures everyone can absorb the region’s beauty at a comfortable pace. Accommodation, meals, and transport are all included, allowing you to focus on the breathtaking scenery and vibrant local culture. A key highlight of this tour package is the opportunity to explore both renowned and lesser-known gems of Western Canada within a small group, making for a truly immersive and stress-free exploration.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Vancouver, Clearwater, Jasper, B

Vancouver, Clearwater, Jasper, Banff, Kelowna

Duration8 days

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Canadian Contrasts – East-to-West Canada Tour - May 2026

Trip customizable

Best price guaranteed

You’ll journey through snow-fringed mountains, rolling ranchland, and dramatic fjords to experience truly special Canadian moments. Become a cultural explorer in vibrant cities and encounter romance on far frontiers where native tribesmen hunted and cowboys, trappers and prospectors forged new lives. You’ll find wilderness adventures at the foot of Niagara Falls and on the back of glacial ice fields. Unique excursions, unrivaled attractions and unforgettable memories all beckon

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

10-99 yrs

Operated in

english

Destinations

Vancouver, Montreal, Banff Natio

Vancouver, Montreal, Banff National Park, Kamloops, Whistler, Quebec City, Ottawa, Toronto, Niagara Falls, Calgary

Duration15 days

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Grand Canyon & Antelope Canyon Overnight - 2 days - May 2026

No booking fees

Best price guaranteed

Two days, two canyons, and a world of natural beauty—"Grand Canyon & Antelope Canyon Overnight" is the perfect compact escape for those eager to experience the American Southwest’s icons. Start and end in Las Vegas, venturing to the Grand Canyon for scenic rim hikes, ranger-led talks, and opportunities to spot wildlife. Journey via a historic Navajo trading post to Lake Powell, take in the breathtaking Horseshoe Bend, and visit the impressive Glen Canyon Dam. With moderate activity and comfortable accommodations, this group tour is designed for experienced travelers and seniors seeking an immersive yet efficient adventure—made unique by its focus on both natural history and cultural insights.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Las Vegas, Colorado, Page

Duration2 days

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Riviera Maya Adventure 7D/6N - May 2026

No booking fees

Best price guaranteed

Sun-kissed beaches, crystal-clear cenotes, and ancient ruins await on the Riviera Maya Adventure, a seven-day tour beginning and ending in Cancún. Designed for young adults and seasoned explorers alike, this relaxed-paced trip offers a vibrant blend of culture and nature. Snorkel in hidden cenotes, wander the storied ruins of Tulum, and witness the biodiversity of the Sian Ka'an Biosphere Reserve. Throughout the journey, passionate local guides bring Mexico’s heritage to life as you explore Playa Del Carmen and beyond. What sets this tour apart is its seamless mix of adventure and cultural discovery, promising unforgettable memories and unique experiences on every sun-drenched day. Whether you crave exploration or relaxation, this tour package is tailored for those eager to dive into the heart of the Riviera Maya.

AdventureExplorer

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Cancún, Tulum, Playa Del Carmen

Duration7 days

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May 2026 Adventures in North America

Page 13 of 162 Trips in North America during May 2026 with 466 Reviews

Mexico & Guatemala Circuit (from Cancun) Travel Pass - May 2026

Eastern Explorer Mini Tour: Toronto Departure - May 2026

Tikal & Semuc Champey Experience 6D/5N - May 2026

Isla Mujeres Experience 4D/3N - May 2026

Chicago to L.A - May 2026

San Blas Authentic Guna Yala Experience 4D/3N - May 2026

Icons of Western Canada from Vancouver - May 2026

Canadian Contrasts – East-to-West Canada Tour - May 2026

Grand Canyon & Antelope Canyon Overnight - 2 days - May 2026

Riviera Maya Adventure 7D/6N - May 2026

Page 13 of 162 Trips in North America during May 2026 with 466 Reviews

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Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

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Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

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May 2026 Adventures in North America

Page 13 of 162 Trips in North America during May 2026 with 466 Reviews

Page 13 of 162 Trips in North America during May 2026 with 466 Reviews