Top North America Luxury History Trips & Packages 2025/2026

Our 138 most popular North America Luxury History Trips & Packages trips. Compare tour itineraries from 54 tour companies. 103 reviews.

138 Trips match your criteria (89 - 110 shown)

Utah: Bryce Canyon & Zion National Parks
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4.9/5 Excellent
100+ reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Highlights

  • Cycle among the dramatic red sandstone landscapes of Snow Canyon.
  • Ride to Bryce Canyon City along the Red Canyon Bicycle Trail, a stunning canvas of red earth, low shrub, and rising slopes.
  • Marvel at the spindly hoodoos of Bryce Canyon at the park’s famed Inspiration Point.
  • Explore the unique geological formations of Bryce Canyon by foot when you opt for a half-day hike.
  • Pedal along the Pa’rus Trail, tracing the Virgin River, and follow the Zion Canyon Scenic Drive to the Temple of Sinawava, a spectacular natural amphitheater.

Themes

Cultural, Nature & Wildlife, Cycling & Biking, Hiking & Walking, Photography, High Adventure

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

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Vermont: Middlebury Countryside & the Lake Champlain Coast
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4.9/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Highlights

  • Indulge in the lakeside amenities of a historic resort.
  • Stroll the shop-lined streets of Middlebury, one of Vermont’s inimitable charming towns.
  • Pedal the Champlain Valley’s gently rolling farmlands, dotted with typical red barns, silos, and dairy cows.
  • Marvel at stunning Green Mountain vistas as you cycle through the quaint farmland of Panton.
  • Pause on your own to visit the Morgan Horse Farm, where the famed breed is bred and preserved.

Themes

Nature & Wildlife, Cycling & Biking, Photography

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

Trip dates & details
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Canada: Banff National Park & the Canadian Rockies
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4.9/5 Excellent
100+ reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Highlights

  • Learn about Banff National Park, part of a UNESCO World Heritage site and Canada’s first national park.
  • Spin downhill along the magnificent Bow Valley Parkway, a stunning wilderness corridor.
  • Observe wildlife from the saddle–including elk, deer, bighorn sheep, bald eagles, and even black and grizzly bears.
  • Pass panorama after panorama of jaw-dropping alpine splendor as you cycle in Kananaskis Country.
  • Hike the trails of Ptarmigan Cirque to an alpine meadow with epic views.

Themes

Cultural, Nature & Wildlife, Cycling & Biking

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

Trip dates & details
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Soul of the Mississippi
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3.7/5 Great
50 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Discover Memphis
  • See one of the oldest Protestant churches in Louisiana
  • Explore New Orleans
  • Visit Oak Alley Plantation and St. Francisville

Themes

Cultural, Nature & Wildlife, National Parks, Small Ship Cruise

What travelers are saying

"Amazing tours,prepared and extremely helpful guides. Great experience overall.Highly recommended."

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From Canada to Greenland - Crossing Baffin Bay
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3.4/5 Average
29 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Experience Canada and Greenland in the same expedition
  • Learn more about the people living in the area
  • See archaeological remains and learn about Viking history
  • Exciting excursions

Themes

Cultural, Nature & Wildlife, National Parks, Small Ship Cruise

What travelers are saying

"This company is unbelievable. Firstly I get a cancellation of the Falklands, South Georgia and Antarctica trip. The compensation in comparison to a like for like trip was peanuts and the increase was 1000s more! Then I read numerous customers are getting switched onto trips without paying the difference. I ring them again and they promise to swop me for no extra charge. This was agreed with their team leader. I waited until getting a cabin on Fram without getting too excited but sure enough we were swopped and I was so excited and looking forward to the trip of a lifetime. Yesterday I got a devastating email saying ‘i am reaching out to you since regardless of his statement that we will be able to price match you, this request was denied by our Revenue department and we are not able to honour the price match.’ After speaking to this new team leader she had very little to say, no excuse or justification just she was sorry. There is no way we can afford the 1000s extra they are asking for the same trip. We are now left heartbroken for a second time. This company has no care or consideration for its customers and I for one will not use them again and I will tell anyone who will listen how shocking they are!"

Trip dates & details
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Upstate New York: Finger Lakes
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4.9/5 Excellent
40 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Balanced schedule

Highlights

  • See the Bluffs between the north-south running lakes feature expansive farmland and fabulous cycling
  • Explore Geneva and the town showcases some of the region’s most historic and beautiful lakeside homes
  • Visit the original estate of MacKenzie-Childs, the whimsical home decor manufacturer
  • Experience fabulous ride through picturesque Mennonite communities whose transportation is by bicycle or horse and buggy on this archetypal upstate New York bike tour

Themes

Cycling & Biking

What travelers are saying

"My husband and I booked a trip over a year ago with Sojourn for one specific reason, we were able to drive there and not have to take a plane. We have a doctors note stating my husband is unable to fly due to medical reasons. Now due to covid we cannot cross the boarder to get there so we have to cancel. I spoke with the owner of the company approximately late July and he suggested we wait to see what the U.S Government would decide on August 23 2021. I called him once it was confirmed that the boarder would be closed until September 29 2021 and wanted to cancel as it was getting to close. We paid over $6000 Canadian. The company has a waiting list for this particular time and trip and our place has already been filled, however, the owner will only refund us $2025. He refuses to refund the rest. We are so angry and disappointed as this was a lot of money and nothing to him. Now we are unable to plan a trip in Canada that we could actually get to. We thought we could trust this company as we had travelled with them before, sadly the owners greed wins and we are out a significant amount of money. I do not recommend booking with this company and will not ever again."

Trip dates & details
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Vermont Stowe Fall Foliage
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4.9/5 Excellent
40 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Experience ride through several of Vermont’s timeless covered bridges
  • Visit the Old Round Church. Sample homemade cider and donuts at a local orchard.
  • Enjoy an exclusive stay at the majestic Inn at Shelburne Farms
  • Visit a talented glassblower or the Vermont Ski Museum before a picnic lunch along the river

Themes

Cultural, Nature & Wildlife, Cycling & Biking, National Parks, Transformative

What travelers are saying

"My husband and I booked a trip over a year ago with Sojourn for one specific reason, we were able to drive there and not have to take a plane. We have a doctors note stating my husband is unable to fly due to medical reasons. Now due to covid we cannot cross the boarder to get there so we have to cancel. I spoke with the owner of the company approximately late July and he suggested we wait to see what the U.S Government would decide on August 23 2021. I called him once it was confirmed that the boarder would be closed until September 29 2021 and wanted to cancel as it was getting to close. We paid over $6000 Canadian. The company has a waiting list for this particular time and trip and our place has already been filled, however, the owner will only refund us $2025. He refuses to refund the rest. We are so angry and disappointed as this was a lot of money and nothing to him. Now we are unable to plan a trip in Canada that we could actually get to. We thought we could trust this company as we had travelled with them before, sadly the owners greed wins and we are out a significant amount of money. I do not recommend booking with this company and will not ever again."

Trip dates & details
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The Vinland Saga Adventure
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3.4/5 Average
29 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Explore several of the isles and islands in the North Atlantic Ocean
  • Sail in the wake of the Vikings
  • Learn more about Viking history and heritage
  • Exciting excursions, both with and without a Viking theme

Themes

Cultural, Nature & Wildlife, National Parks, Small Ship Cruise

What travelers are saying

"This company is unbelievable. Firstly I get a cancellation of the Falklands, South Georgia and Antarctica trip. The compensation in comparison to a like for like trip was peanuts and the increase was 1000s more! Then I read numerous customers are getting switched onto trips without paying the difference. I ring them again and they promise to swop me for no extra charge. This was agreed with their team leader. I waited until getting a cabin on Fram without getting too excited but sure enough we were swopped and I was so excited and looking forward to the trip of a lifetime. Yesterday I got a devastating email saying ‘i am reaching out to you since regardless of his statement that we will be able to price match you, this request was denied by our Revenue department and we are not able to honour the price match.’ After speaking to this new team leader she had very little to say, no excuse or justification just she was sorry. There is no way we can afford the 1000s extra they are asking for the same trip. We are now left heartbroken for a second time. This company has no care or consideration for its customers and I for one will not use them again and I will tell anyone who will listen how shocking they are!"

Trip dates & details
Save this trip to your favorites or other list
More

North America Luxury History Trips & Packages Reviews

V

Vitalijs Zubkovs

Feb 2023

Written on

Thanks to CharlieTheTraveler team for being flexible and responsive.

I took this tour as a solo traveler and was visiting Mexico for the first time. Tour organizer filled my day tours. A taxi collected me at the airport and brought to...

J

Jyotisman Das

Feb 2023

Written on

One of the best and most planned out experiences you can ever have!

One of the best and most planned out experiences you can ever have!

D

Dylan

Oct 2022

Written on

Perfect choice

CharlieTheTraveler’s tour was the perfect choice for me for my Mexican getaway. I loved having so much to do every day and not only learning about the sites and seei...

B

Brent

Oct 2022

Written on

The beaches and historical sites offered a great variety

I thought this area of Mexico made for the ideal trip destination! The beaches and historical sites offered a great variety and balance throughout the week. It was e...

H

Hannah

Oct 2022

Written on

Everything was done for me

Everything was done for me for this tour by CharlieTheTraveler! This was an easy vacation to Southern Mexico with no stress of planning. Our tour guide was fun, enco...

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