10 Best North America Multiday Tours in September 2026

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.

The Grand East - September 2026

No booking fees

Best price guaranteed

The Grand East trip is your gateway to the heart and soul of Eastern North America, blending iconic cityscapes with scenic countrysides on a 20-day adventure. Young adults and families will love this route, which kicks off in the bustling streets of New York before winding through the charming landscapes of New England, the historic Amish countryside, and on to the vibrant cities of Canada—Québec, Montréal, and Toronto. Southward, immerse yourself in the musical energy of Nashville and New Orleans, then wrap up your journey with sun-soaked days in Florida. This tour stands out for its seamless combination of history, culture, and regional flair—a trip that lets you step back in time and savor modern delights, all in one grand package.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

New York, Miami, Roanoke, Gatlin

New York, Miami, Roanoke, Gatlinburg, Nashville, Memphis, New Orleans, Pensacola, Orlando, Boston, Quebec City, Montreal, Toronto, Niagara Falls, Amish Country, Washington D.C.

Duration20 days

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Guatemala, Belize & Mexico Adventure 14D/13N (from Guatemala City) - September 2026

No booking fees

Best price guaranteed

Embark on an unforgettable Central American journey through the iconic landscapes of Guatemala, Belize, and Mexico. This adventure promises vibrant cultural experiences, thrilling outdoor activities, and breathtaking natural wonders. Explore ancient Mayan ruins, snorkel in crystal-clear Caribbean waters, and immerse yourself in the lively local culture. Don't miss the chance to hike volcanoes, visit pristine beaches, and discover the enchanting beauty of Tikal, Caye Caulker, and Playa del Carmen. Perfect for explorers seeking diverse and immersive travel experiences.

Adventure

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel, Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

Cancún, Guatemala City, Antigua

Cancún, Guatemala City, Antigua, Caye Caulker, Tulum, Playa Del Carmen, San Jorge La Laguna, Lanquin, Flores

Duration14 days

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Cancun to Antigua Travel Pass - September 2026

No booking fees

Best price guaranteed

Set out from Cancun and make your way to Antigua on a 21-day volcanoes tour that spans Mexico, Belize, and Guatemala. The Cancun to Antigua Travel Pass is perfect for backpackers and culture lovers, offering snorkeling, Mayan ruins, and colonial city charm. With accommodations, transport, and meals included, travelers enjoy a seamless experience packed with history and adventure. The real highlight: the trip’s balance of natural splendor and cultural immersion, ensuring every day brings new and memorable discoveries.

VolcanoesSnorkeling

Tour Type

Group Tour

Accommodation

Hotel, Home-stay

Age Range

18-99 yrs

Operated in

english

Destinations

Antigua, Cancún, Belize City, Sa

Antigua, Cancún, Belize City, San Ignacio, Flores, Rio Dulce, Lanquin, Panajachel, San Jorge La Laguna, Playa Del Carmen, Tulum, Chetumal, Bacalar, Caye Caulker, Caye Caulker

Duration21 days

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Real Mexico - September 2026

No booking fees

Best price guaranteed

Vivid street art, jungle ruins, and Caribbean breezes—"Real Mexico" is the 14-day adventure trip that lets you taste, see, and feel the essence of Mexico from Mexico City to Playa del Carmen. Crafted for young explorers, this small group tour takes you from the cultural riches of Oaxaca and Merida to the highland magic of San Cristobal de las Casas and the jungle-clad ruins of Palenque. Unwind in an eco-lodge deep in Lacanja’s wilderness, then enjoy heaps of free time to choose your own adventure—whether that’s hiking, exploring speakeasy bars, or simply relaxing. Marvel at Chichen Itza, one of the New Seven Wonders of the World, before diving into the flavors of tacos, tostadas, and tejates throughout your journey. The standout feature? A unique mix of urban exploration, natural wonders, and authentic cultural experiences, all with a group of likeminded travelers. USP: the chance to experience both Mexico’s iconic highlights and its hidden corners, creating memories—and friendships—that last long after the trip ends.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Mexico City, Playa Del Carmen, P

Mexico City, Playa Del Carmen, Palenque, Merida, Puebla, Oaxaca, San Cristobal De Las Casas

Duration14 days

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The Grand East - September 2026

Trip customizable

Best price guaranteed

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.

Duration20 days

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Aztecs & Mayas - September 2026

Trip customizable

Best price guaranteed

Experience the magic of Mexico’s ancient civilizations with the "Aztecs & Mayas" trip, a ten-day art and architecture journey crafted for seniors seeking comfort and cultural immersion. Beginning in the vibrant metropolis of Mexico City and concluding on the sun-kissed shores of Cancún, this easy-paced group tour leads you through legendary sites like Campeche, Merida, and more. Explore imposing Aztec and Mayan ruins, cruise through the breathtaking Sumidero Canyon, and savor the colonial elegance of timeless cities. Along the way, you’ll gain insights into indigenous traditions, witness the beauty of Chiapas, and relax in well-appointed hotels with meals and transport included. What sets this tour package apart is its comprehensive blend of history, nature, and local culture—ensuring you experience Mexico’s best in comfort and style.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Mexico City, Cancún, San Cristob

Mexico City, Cancún, San Cristobal De Las Casas, Palenque, Campeche, Merida

Duration10 days

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Canadian Capitals with Chicago and the entire West Coast - September 2026

No booking fees

Best price guaranteed

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

Duration20 days

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Chiapas Experience - September 2026

Trip customizable

Best price guaranteed

History and natural beauty intertwine on the "Chiapas Experience" tour—a five-day, easy-paced self-guided trip from Tuxtla Gutiérrez to Villahermosa. Seniors will appreciate the relaxed pace as they explore Palenque’s archaeological site, cruise the Sumidero Canyon, and stroll through San Cristobal de las Casas’ storied streets. Highlights include the vibrant communities of San Juan Chamula and Zinacantan, and the scenic Montebello Lakes. The standout feature: a perfectly balanced introduction to Mayan culture and Chiapas’ breathtaking nature.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Cristobal De Las Casas, Vill

San Cristobal De Las Casas, Villahermosa, Palenque, Tuxtla Gutiérrez

Duration5 days

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Three Cultures - September 2026

Trip customizable

Best price guaranteed

Journey across Mexico’s vibrant landscapes and rich heritage on the "Three Cultures" art and architecture trip, an 8-day adventure crafted with seniors in mind. Travel on the legendary Chepe Express through the Copper Canyon’s breathtaking vistas, ascending from sea level to the heights of the Sierra Tarahumara. Engage with the traditions of the Yoreme-Mayo and Tarahumara Indigenous peoples and discover the Mennonite way of life. Marvel at Basaseachi, Mexico’s second-highest waterfall, and enjoy insightful glimpses into colonial history. Designed for comfort and cultural enrichment, this tour’s unique selling point is its rare mix of scenic train travel and immersive cultural encounters, creating an experience that is both relaxing and deeply rewarding.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Chihuahua, Los Mochis, El Fuerte

Chihuahua, Los Mochis, El Fuerte, Divisadero, Creel, Mexico City

Duration8 days

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Hawaii Trails of the South Pacific 14D/13N - September 2026

No booking fees

Best price guaranteed

Islands of fire and beauty beckon on the "Hawaii Trails of the South Pacific 14D/13N" adventure tour. Young adults and experienced travelers will find plenty to love as they hike volcanic trails, snorkel in turquoise waters, and immerse themselves in Hawaii’s rich culture on this 14-day getaway from Kailua to Maui. Enjoy iconic sunsets, lush rainforests, and traditional luau festivities, all while learning about the islands’ history and savoring local cuisine. What sets this trip apart is its vibrant mix of outdoor adventure and authentic cultural encounters—delivering the ultimate Hawaiian experience for those seeking both excitement and relaxation.

AdventureTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Kailua, Maui, Kailua-Kona, Kauai

Kailua, Maui, Kailua-Kona, Kauai, Hilo

Duration14 days

View Tour

North America Tours in September 2026

Page 12 of 305 Trips in North America during September 2026 with 22,267 Reviews

The Grand East - September 2026

Guatemala, Belize & Mexico Adventure 14D/13N (from Guatemala City) - September 2026

Cancun to Antigua Travel Pass - September 2026

Real Mexico - September 2026

The Grand East - September 2026

Aztecs & Mayas - September 2026

Canadian Capitals with Chicago and the entire West Coast - September 2026

Chiapas Experience - September 2026

Three Cultures - September 2026

Hawaii Trails of the South Pacific 14D/13N - September 2026

Page 12 of 305 Trips in North America during September 2026 with 22,267 Reviews

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North America Tours in September 2026

Page 12 of 305 Trips in North America during September 2026 with 22,267 Reviews

Page 12 of 305 Trips in North America during September 2026 with 22,267 Reviews