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Vacations Under $5000pp

Find inspiration in the familiar - under the new perspective of an expert's lens - or in destinations beyond your wildest dreams on hand-selected vacations under $5,000, each backed by more than 50 years of travel expertise.

Alaska Railroad
Alaska the Greatland
9 days from $5,399 pp $5,199 pp
  • Board the Alaska Railroad’s Denali Star and Glacier Discovery on an escorted vacation
  • Cruise past the glaciers of Kenai Fjords and Prince William Sound searching for wildlife
  • Marvel at North America’s tallest peak while spending two nights at Denali Bluffs Hotel
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Old Faithful, Yellowstone
America's Treasures & Natural Wonders
12 days from $5,799 pp
  • Discover six of America's most scenic National Parks on this epic journey
  • Cross the Continental Divide on a drive along the Going-to-the-Sun Road aboard vintage Red Jammer buses.
  • Enjoy a classic overnight rail journey aboard Amtrak's Empire Builder
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Ross Castle
The Best of Scotland & Ireland
13 days from $5,999 pp $5,799 pp
  • Explore Edinburgh and the Scottish Highlands, traveling on three scenic railways
  • Visit historic Belfast, the Titanic Center and the Giant’s Causeway in Northern Ireland
  • Cruise past the epic Cliffs of Moher, visit Blarney Castle and explore Dublin in Ireland
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186 results matching: Vacations Under $5000

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Albuquerque Balloon FiestaAlbuquerque Balloon FiestaAlbuquerque Balloon FiestaAlbuquerque Balloon FiestaAlbuquerque Balloon Fiesta
Last Spaces for 2026
Albuquerque Balloon Fiesta by Rail
4.4 stars(113 reviews)
Escorted
Escorted

Discover the beauty of the Southwest in autumn on this 9-day escorted adventure featuring national parks, historic rail journeys, and the world-famous International Balloon Fiesta in Albuquerque. Travel on the iconic California Zephyr to Grand Junction. View the breathtaking landscapes of Arches and Mesa Verde national parks, before riding the...

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9 days
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Grand CanyonGrand CanyonGrand CanyonGrand CanyonGrand Canyon
Grand Canyon Railway Rails to the Rim Adventure
4.3 stars(308 reviews)
Independent
2026OctNovDec
Independent

The classic ambiance of an overnight rail journey meets the splendors of one of America's top natural attractions on this rail vacation to Arizona. Join Amtrak's Southwest Chief on its cross-country route from Chicago to Flagstaff, and then board the 120-year-old Grand Canyon Railway on its route to the Grand Canyon. Uncover iconic views...

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6 days from
$1,195 pp
per person
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Jacobite Steam TrainJacobite Steam TrainJacobite Steam TrainJacobite Steam TrainJacobite Steam Train
Last Spaces for Summer
Edinburgh, the Highlands and Islands
4.4 stars(1299 reviews)
Escorted
Escorted

Majestic lochs and glens await on this Scottish escape as we explore Edinburgh and cross the Highlands. Traveling on the scenic West Highland and Kyle rail lines, we discover historic castles, sail along glistening lochs, and stay in vibrant cities. Admire the iconic Glenfinnan Viaduct on the world-famous Jacobite Steam train journey through the...

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9 days
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Niagara FallsNiagara FallsNiagara FallsNiagara FallsNiagara Falls
New York to Niagara Falls
4.0 stars(61 reviews)
Independent
2026Oct
Independent

Discover the wonders of Niagara Falls on this 4-day rail adventure. Beginning and ending in New York City, travel aboard Amtrak's Maple Leaf for a full-day journey through upstate New York and into Ontario. Make the most of your two full days in Niagara Falls, enjoying the sights and sounds of the thundering falls and exploring the area's...

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4 days from
$695 pp
per person
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Kleine Scheddeg to the JungraujochKleine Scheddeg to the JungraujochKleine Scheddeg to the JungraujochKleine Scheddeg to the JungraujochKleine Scheddeg to the Jungraujoch
Last Spaces for 2026
Grand Train Tour of Switzerland - An Escorted Experience
4.5 stars(119 reviews)
Escorted
Escorted

Discover the amazing scenery of Switzerland from alpine peaks to brilliant blue lakes. Experience the best of this incredible country on an escorted grand tour, exploring stunning lakes and awe-inspiring mountains. Journey on some of its most iconic trains, including the Glacier Express, Bernina Express and the GoldenPass Express. Each locale...

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11 days
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Mount Washington Cog RailwayMount Washington Cog RailwayMount Washington Cog RailwayMount Washington Cog RailwayMount Washington Cog Railway
Last Spaces for 2026
New England in a Nutshell
4.4 stars(131 reviews)
Escorted
Escorted

Behold the brilliance of nature's seasonal finale in New England this fall. For 6 days, find yourself surrounded by sights of gold, rust and crimson as you travel through leaf-peeping hotspots in Massachusetts, New Hampshire and Vermont. Begin with time in Boston, where a guided tour acquaints you with the most historically significant sites of...

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6 days
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River CruiseRiver Cruise
Glacier ExpressGlacier ExpressGlacier ExpressGlacier ExpressGlacier Express
Glacier Express & the Majestic Rhine
4.1 stars(151 reviews)
Escorted
Escorted

Enjoy one of the world's finest rail journeys aboard the legendary Glacier Express to Zermatt and admire Matterhorn views from the charming Gornergrat Railroad. Descending the Alps, set sail on a sensational Rhine cruise, indulging in luxurious amenities and superb service. Enroute, savor incredible vistas of the stunning Rhine Gorge. Wander...

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11 days
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Conway Scenic Railroad Conway Scenic Railroad Conway Scenic Railroad Conway Scenic Railroad Conway Scenic Railroad
Last 10 Spaces for 2026
Fall Colors, Scenic Trains & Martha's Vineyard
Escorted
2026Oct
Escorted

 The sites of yesteryear, iconic towns and delightful fall scenery set the backdrop for this New England adventure. Following an itinerary through Massachusetts, Maine, New Hampshire, Connecticut and Rhode Island, this journey presents some of the nation's best autumnal foliage in unforgettable settings. Explore by rail on the Conway Scenic...

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10 days from
$4,399 pp
per person
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Ross CastleRoss CastleRoss CastleRoss CastleRoss Castle
Last Spaces for 2026
The Best of Scotland and Ireland
4.3 stars(39 reviews)
Escorted
Escorted

Experience three of the British Isles' most scenic countries on a vacation showcasing the best of these Celtic destinations. Beginning in Scotland, we explore the majestic Highlands before travelling to Northern Ireland and the Republic of Ireland, nations with fascinating culture and history. Traveling on the world-famous Jacobite Steam Train,...

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13 days
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Montreal During Foliage Season Montreal During Foliage Season Montreal During Foliage Season Montreal During Foliage Season Montreal During Foliage Season
Montreal & Quebec City by Rail
4.7 stars(82 reviews)
Independent
2026OctNovDec
Independent

A fascinating showcase of culture and history captures your attention and heart on this 7-day tour of two prominent cities within French Canada: Montreal and Quebec City. With each passing season, the views and experiences in these cities change, finding new ways to satisfy your inner voyager. Festivals, outdoor escapades, and busy streets...

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7 days from
$895 pp
per person
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Durango & Silverton TrainDurango & Silverton TrainDurango & Silverton TrainDurango & Silverton TrainDurango & Silverton Train
Colorado Rail Experience
4.6 stars(487 reviews)
Escorted
2026Oct
Escorted

Journey through the untamed beauty of Colorado on this 8-day Rocky Mountain expedition. We discover expanses of landscape hidden from modern traffic aboard six scenic railways: Georgetown Loop Railroad Leadville, Colorado & Southern Railroad Durango & Silverton Narrow Gauge Railroad Cumbres & Toltec Scenic Railroad Royal Gorge Route Railroad...

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8 days from
$4,799 pp
per person
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Canadian RockiesCanadian RockiesCanadian RockiesCanadian RockiesCanadian Rockies
Canadian Rockies Featuring Banff & Lake Louise
4.7 stars(261 reviews)
Independent
Independent

One of our most popular Canadian Rockies trips, this journey puts Western Canada on display. Experience the urban ambiance of Vancouver before boarding Rocky Mountaineer for a daylight-only trip alongside rivers, canyons and forests to Lake Louise. From here, the route continues to the resort town of Banff, renowned for its enchanting...

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7 days
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Our customers love our Vacations Under $5000 tours
The Best of Scotland and Ireland
11/Sep
Nancy Poulin
5 stars
“Absolutely amazing trip. High value for the money invested. Phenomenal accommodations and food. Excellent tour manager how was knowledgeable, friendly, funny and trustworthy. I would do an other tour with them.
Collected by Trustpilot
Edinburgh, the Highlands and Islands
11/Sep
William Cheek
5 stars
“Fine experience from start to finish!
Collected by Trustpilot
Grand Train Tour of Switzerland - An Escorted Experience
9/Sep
Dee Markey
5 stars
“Our Grand Train Tour of Switzerland was everything we hoped it would be. Our tour manager, Alan was fantastic! We visited so many beautiful sights throughout the journey. We also had a good amount of free time to explore on our own, which was a big plus.
Collected by Trustpilot
Canadian Rockies Featuring Banff & Lake Louise
2/Sep
CHRISTINE S PACKARD
5 stars
“We had a fabulous trip in every way. Cannot rate the Gold Leaf service highly enough. From the extremely comfortable seats to the expansive views to the delicious food to the professional, friendly, helpful staff, everything about our journey was top notch in every way. We have not one single...
Collected by Trustpilot
New York to Niagara Falls
21/Jul
CARL OTTENTHAL
5 stars
“Great time easy and convenient
Collected by Trustpilot
Montreal & Quebec City by Rail
5/Jul
KATHLEEN OSORIO
5 stars
“This was a wonderful way to visit Montreal and Quebec. The hotels were clean and spaceous. The train to Quebec was comfortable. The tours set up were a good way to learn about and view both cities.
Collected by Trustpilot
New England in a Nutshell
06 Nov 2025
Suzanne Howze
5 stars
“Our tour guide was great! Also the trip was well thought out and well-organized. My only suggestion; please have people wear name tags. Please, please.
Collected by Trustpilot
Albuquerque Balloon Fiesta by Rail
27 Oct 2025
Michael Mefferd Jr
5 stars
“This was our first vacation out west and we found it very enjoyable. The scenery was spectacular and the towns were interesting. I loved Santa Fe and would like to visit again. The tour manager, bus driver and all the people on the bus were very friendly. There were some...
Collected by Trustpilot
Colorado Rail Experience
11/Sep
Michele Kordrupel
4 stars
“The trip overall was great. Our tour guide and driver were also great! I only wish we had more time to spend at some of the stops we made.
Collected by Trustpilot