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.

Cyber Monday Super Sales

Aztecs & Mayas With The Maya Train - September 2026

Trip customizable

Best price guaranteed

Experience the magic of Mexico on this 13-day guided journey that includes a scenic ride aboard the new Maya Train. From the vibrant heart of Mexico City to the lush landscapes of Chiapas, discover a rich blend of ancient civilizations, colonial charm, and natural beauty. Explore the iconic ruins of Teotihuacan, sail through the breathtaking Sumidero Canyon, and delve into Mayan history in Palenque, Uxmal, and Chichen Itza. Continue your adventure aboard the Maya Train as you travel to the laid-back coastal town of Tulum, where jungle meets turquoise sea. With a mix of guided tours and free time, this itinerary offers a complete and unforgettable taste of Mexico’s cultural heritage and scenic wonders.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Mexico City, Cancún, Chichen Itz

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

Duration13 days

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Cyber Monday Super Sales

Toronto, Niagara, and Chicago with Western Classics - September 2026

No booking fees

Best price guaranteed

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

Duration16 days

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Cyber Monday Super Sales

Essential East Coast and Western Classics - September 2026

No booking fees

Best price guaranteed

Explore the cultural treasures of North America on the 16-day 'Essential East Coast and Western Classics' tour, starting in New York and concluding in San Francisco. Designed with seniors in mind, this guided journey takes you through Montreal, Los Angeles, Bakersfield, and other vibrant cities. Enjoy leisurely sightseeing of historic and religious landmarks, all while staying in comfortable hotels and enjoying inclusive meals and transportation. What makes this tour stand out is its seamless blend of cultural heritage and modern cityscapes, ideal for those who appreciate both history and the comforts of well-organized group travel.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, San Francisco, Los Ang

New York, San Francisco, Los Angeles, Bakersfield, Fresno, CA, Boston, Montreal, Quebec City, Ottawa, Toronto

Duration16 days

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Cyber Monday Super Sales

Touring the East Coast end Toronto - September 2026

No booking fees

Best price guaranteed

Picture yourself journeying from the heart of the USA to Canada’s cosmopolitan hub on the 'Touring the East Coast end Toronto' trip. Over 12 days, this guided city sightseeing tour leads you from Washington D.C. through Ottawa and Toronto, as well as several other key cities. Created for seniors, the pace is gentle and the logistics seamless: comfortable hotels, included meals, and group transport ensure a smooth experience. The unique advantage of this tour is its focus on both American and Canadian highlights—offering a cross-border adventure packed with cultural discovery and relaxation.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Washington D.C., New Yo

Toronto, Washington D.C., New York, Boston, Montreal, Quebec City, Ottawa

Duration13 days

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Cyber Monday Super Sales

Unmissable Canada with East Coast - September 2026

No booking fees

Best price guaranteed

Uncover the charms of Canada and the USA on the 'Unmissable Canada with East Coast' sightseeing tour, spanning 13 days from Montreal to New York. Designed for senior travelers, this guided group trip covers highlights such as Toronto and Montreal, as well as the vibrancy of New York and other select cities. With all logistics taken care of, you’re free to enjoy the journey at your own pace. What sets this tour apart is its focus on both Canadian warmth and American dynamism, providing a balanced and memorable exploration.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Montreal, Washington D

New York, Montreal, Washington D.C., Quebec City, Ottawa, Toronto, Niagara

Duration13 days

View Tour

Cyber Monday Super Sales

Patriot Trails - September 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable Eastern USA and Canada tour starting from the historic city of Boston and winding your way through fascinating destinations, including Quebec City, Montreal, Ottawa, Toronto, Niagara Falls, Gettysburg, Washington D.C., and concluding in the vibrant metropolis of New York City. This journey will take you through a blend of cultures, history, natural wonders, and iconic landmarks, providing a diverse and enriching travel experience

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Massachusetts, Boston

New York, Massachusetts, Boston, Quebec City, Montreal, Toronto, Niagara, Amish Country, Washington D.C.

Duration9 days

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Cyber Monday Super Sales

Best Of Chiapas & Yucatan With The Maya Train, Italian-speaking Guide - September 2026

Trip customizable

Best price guaranteed

Experience the wonders of Chiapas and Yucatán on this unforgettable seven-day journey, highlighted by a scenic ride aboard the Maya Train, an innovative new rail route through the heart of the Yucatán Peninsula. Discover a perfect blend of ancient civilizations, dramatic landscapes, and vibrant colonial heritage. Stand in awe before the towering cliffs of Sumidero Canyon, immerse yourself in indigenous traditions, and cool off with a refreshing swim beneath the stunning waterfalls of Chiapas. Wander the cobbled streets of charming San Cristóbal and timeless Mérida, each echoing with history and local color. Explore majestic Mayan ruins at Palenque, Uxmal, and Chichén Itzá, icons of a mysterious past rising from the jungle. Conclude your adventure with a comfortable and memorable journey aboard the Maya Train to Cancún Airport.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

italian

Destinations

Cancún, San Cristobal De Las Cas

Cancún, San Cristobal De Las Casas, Palenque, Campeche, Merida, Chichen Itza

Duration7 days

View Tour

Cyber Monday Super Sales

Best Of Chiapas & Yucatan With The Maya Train - September 2026

Trip customizable

Best price guaranteed

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Cancún, San Cristobal De Las Cas

Cancún, San Cristobal De Las Casas, Palenque, Campeche, Merida, Chichen Itza

Duration7 days

View Tour

Fall Colours Of New England - September 2026

21% OFF TODAY

Cyber Monday Super Sales

Fall Colours of New England - September 2026

No booking fees

Best price guaranteed

If the idea of New England brings images of picture perfect villages, sleepy fishing towns, vast swathes of golden beaches and presidential summer homes into your mind’s eye, this trip will not disappoint. Starting in historic Boston you’ll visit lovely Cape Cod, stunning Stowe and sea swept Maine, all adorned in vibrant fall foliage.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Boston, Plymouth, Cape Cod, Prov

Boston, Plymouth, Cape Cod, Providence, Killington, Vermont, North Conway

21% OFF TODAY

Duration10 days

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Cyber Monday Super Sales

Magic Chiapas - September 2026

Trip customizable

Best price guaranteed

Join our 4-day tour and go in the track of the world´s oldest civilization that ever existed in our history. Explore the unique archaeological site of Palenque, and unveil the heritage of the Ancient Mayan culture. Sail down the Sumidero Canyon and admire the gems of local nature, before you walk down the picturesque streets of San Cristobal de las Casas and enjoy its vibrant atmosphere in San Juan Chamula and Zinacantan. This trip is full of a rich and exciting adventure that will leave you with stories to tell for years!

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Tuxtla Gutiérrez, San Cristobal

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

Duration4 days

View Tour

Hi there

North America Tours in September 2026

Page 11 of 231 Trips in North America during September 2026 with 2,130 Reviews

Aztecs & Mayas With The Maya Train - September 2026

Toronto, Niagara, and Chicago with Western Classics - September 2026

Essential East Coast and Western Classics - September 2026

Touring the East Coast end Toronto - September 2026

Unmissable Canada with East Coast - September 2026

Patriot Trails - September 2026

Best Of Chiapas & Yucatan With The Maya Train, Italian-speaking Guide - September 2026

Best Of Chiapas & Yucatan With The Maya Train - September 2026

Page 11 of 231 Trips in North America during September 2026 with 2,130 Reviews

Fall Colours of New England - September 2026

Magic Chiapas - September 2026

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Adventure and sport

Wildlife, landscapes and nature

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Sightseeing, attractions, culture and history

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Beach, romance, getaways and relaxation

Special interests and hobbies

Hi there

North America Tours in September 2026

Page 11 of 231 Trips in North America during September 2026 with 2,130 Reviews

Page 11 of 231 Trips in North America during September 2026 with 2,130 Reviews