Discover 560+ North America trips in May 2026 with 3390+ verified reviews. Crafted by vetted tour operators, these North America May 2026 tours showcase the country at its seasonal best.
Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
Experience the grand sweep of North America’s diverse cities with the 'Canadian Capitals with Chicago and the entire West Coast' tour package, tailored for senior travelers seeking comfort and discovery. Over 20 leisurely days, this guided sightseeing trip begins in Montreal and winds through the vibrant capitals of Canada, the dynamic streets of Chicago and Detroit, and the iconic attractions of the West Coast before concluding in San Francisco. Carefully crafted for those who appreciate a relaxed pace, this journey offers accessible walks and plenty of rest, making it especially appealing for seniors. The itinerary covers noteworthy destinations such as Ottawa, Los Angeles, and multiple cities across both the USA and Canada, with all hotel accommodations, transport, and meals seamlessly included. What sets this tour apart is its harmonious blend of urban exploration and scenic journeys, providing a comprehensive North American experience with all the ease and comfort senior guests deserve.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
San Francisco, Montreal, Chicago
San Francisco, Montreal, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit
Toast to the vibrant flavors and rich traditions of Mexico on the "Best of Mexico" tour, a 15-day cultural adventure starting in Mexico City and ending on the beaches of Playa Del Carmen. Journey through ancient Maya sites like Chichen Itza, explore the colorful markets of Oaxaca, and indulge in a traditional pibil feast with a local family. From the cobbled streets of Merida to the waterfalls of Chiapas, this tour weaves together history, art, and local cuisine. With all accommodations and logistics included, the unique feature is its immersive local interactions—allowing you to experience indigenous cultures and authentic hospitality beyond the typical tourist trail.
Cultural, religious and historic sites
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Mexico City, Playa Del Carmen, P
Mexico City, Playa Del Carmen, Palenque, Merida, Oaxaca, Salina Cruz, San Cristobal De Las Casas
Savor the vibrant soul of Mexico on this 15-day "Premium Mexico in Depth" cultural journey. Tailored for experienced travelers and seniors, this guided small-group trip weaves through Mexico City, Puebla, Oaxaca, Chichen Itza, Tulum, and more—offering a tapestry of ancient ruins, colorful towns, and culinary delights.
Join expert guides to uncover the secrets of Teotihuacan, Cholula, and Mitla. Sample street food in Oaxaca, dine in award-winning restaurants, and unwind on the white sands of Tulum. The route balances iconic landmarks with hidden gems, ensuring an authentic immersion into Mexico’s heritage and daily life.
What distinguishes this tour is its depth and diversity—combining historic sites, local encounters, and gastronomic experiences in a seamless itinerary. For those seeking to truly know Mexico, this trip is unforgettable.
Cultural, religious and historic sites
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Resort
Age Range
15-99 yrs
Operated in
english
Destinations
Mexico City, Tulum, Chichen Itza
Mexico City, Tulum, Chichen Itza, Merida, Puebla, Oaxaca, Puerto Morelos, Valladolid
History comes alive on the "Georgia History Trail to Nashville" trip, an 8-day relaxed tour perfect for those seeking a comfortable yet captivating journey through the American South. Start in Atlanta and make your way to Nashville, stopping in Asheville and Charleston along the way. Discover Southern gothic beauty at Bonaventure Cemetery, stroll Savannah’s storied streets, and tour Biltmore House in Asheville. This guided tour package includes centrally located hotels, transport, and meals, ensuring a worry-free experience. The unique selling point? An immersive look at Southern heritage and music with plenty of rest and accessible sightseeing, ideal for travelers desiring a laid-back yet enlightening adventure.
Cultural, religious and historic sites
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Mexico’s colorful culture and diverse cuisine await on the Premium Mexico City to Oaxaca tour, an eight-day journey for experienced travelers and seniors. From the bustling energy of Mexico City to the artisan charm of Puebla and the creative vibrancy of Oaxaca, this tour blends ancient ruins with culinary adventures. Highlights include exploring Teotihuacan’s pyramids, a Zapotecan home-cooked lunch, and hands-on artisan workshops. The unique aspect: an immersive introduction to Mexico’s living traditions—where history, food, and artistry converge for a truly authentic travel experience. This trip promises to leave you captivated by the heart and soul of Mexico.
Cultural, religious and historic sites
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Ready to uncover the best of Canada and the USA in comfort? The 'Canadian Capitals with Chicago and West Coast' tour offers a 16-day city sightseeing adventure, starting in Montreal and winding up in the dazzling lights of Las Vegas. Designed specifically with seniors in mind, this group tour balances gentle exploration with enriching experiences, taking you through Toronto’s lively streets, the architectural marvels of Chicago, and the natural beauty of Flagstaff. With accommodations, meals, and all transport arranged, you can immerse yourself in each destination without worry. The unique highlight of this tour is its effortless combination of Canada’s cultural hubs and America’s vibrant cities, making it ideal for seasoned travelers eager for diversity and ease.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Las Vegas, Montreal, Quebec City
Las Vegas, Montreal, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit, Chicago, Los Angeles, Flagstaff
Say ‘Hola’ to Mexico’s vibrant soul on this eight-day journey from Mexico City to Oaxaca—a cultural, religious, and historic sites trip that brings together the nation’s best flavors, crafts, and ancient ruins. Wander bustling markets, sample local drinks like pasita, and learn the art of black pottery from traditional artisans. Stand in awe at Teotihuacan’s pyramids and the Monte Alban ruins, then dive into Oaxaca’s creative energy and colorful traditions.
With a knowledgeable local leader, you’ll discover hidden gems and authentic experiences at every turn. The unique selling point: an immersive, small-group adventure that connects you to the real Mexico through hands-on cultural experiences.
Cultural, religious and historic sites
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
From the skyscrapers of New York to the palm-fringed shores of Miami, The Grand East tour delivers a sweeping panorama of North America in 20 days. This group adventure is perfect for families and travelers eager to blend cosmopolitan city life with cultural discovery. Visit Washington D.C.’s monuments, marvel at modern marvels like the Kennedy Space Center, and soak up the historic ambiance of Quebec City and Montreal.
Journey through the musical capitals of Nashville, Memphis, and New Orleans, then unwind on Florida’s Gulf Coast before finishing in vibrant Miami. The trip’s unique selling point is its diverse itinerary—uniting iconic cities, world-class attractions, and a rich medley of American and Canadian experiences in one unforgettable tour package.
AdventureCity sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
13-99 yrs
Operated in
english
Destinations
New York, Roanoke, Gatlinburg, N
New York, Roanoke, Gatlinburg, Nashville, Memphis, New Orleans, Pensacola, Orlando, Miami, Boston, Quebec City, Montreal, Toronto, Niagara, Amish Country, Mount Washington, Washington D.C.
Mexico City to Cancún—this journey is a kaleidoscope of cultural treasures and natural wonders. The Mexico Highlights (from Mexico City) Travel Pass is a 17-day self-guided snorkeling tour connecting San Cristobal De Las Casas, Playa Del Carmen, Pochutla, and more. History buffs and nature lovers alike will be enchanted by ancient pyramids, Oaxaca’s heritage, and Palenque’s waterfalls. Enjoy authentic cuisine, historic cities, and diverse ecosystems. With accommodations, transport, and meals included, this travel package stands out for its comprehensive exploration of Mexico’s celebrated highlights, delivering deep cultural immersion and scenic beauty in one seamless adventure.
Snorkeling
Tour Type
Group Tour
Accommodation
Hotel
Age Range
18-99 yrs
Operated in
english
Destinations
Mexico City, Cancún, Merida, Tul
Mexico City, Cancún, Merida, Tulum, Playa Del Carmen, Oaxaca, Puerto Escondido, Pochutla, San Cristobal De Las Casas
Iconic cities and breathtaking scenery await on the "Toronto, Niagara, and Chicago with Western Classics" guided city sightseeing tour. Perfect for seniors, this 16-day group adventure starts in Toronto and ends in San Francisco, with stops in Fresno, San Francisco, and several other North American gems. Enjoy easy-paced exploration with included hotels, meals, and transport. The unique selling point of this trip is its dual-country itinerary, offering a rare blend of Canadian and American highlights within a single, expertly organized package.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Toronto, San Francisco, Niagara
Toronto, San Francisco, Niagara Falls, Detroit, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA