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ToursNorth AmericaNorth America Luxury Wine Tasting Trips & Packages

Top North America Luxury Wine Tasting Trips & Packages 2025/2026

Our 41 most popular North America Luxury Wine Tasting Trips & Packages trips. Compare tour itineraries from 21 tour companies. 81 reviews.

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All North America Luxury Wine Tasting Trips & Packages, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about North America Luxury Wine Tasting Trips & Packages

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Small Group North America Luxury Wine Tasting Trips & Packages ToursSmall Group North America Luxury Wine Tasting Trips & Packages Tours9 trips >
Experience New England
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Trip Details

Experience New England

By Tours of Distinction
preferred
4.8/5 Excellent
53 reviews
Small Group Tour
6 days From$2,199

Highlights

  • From ancient whaling ships, rolling hills covered in grapes, to the Islands and mansions; you will experience a true taste of Southern New England
  • Spend the day exploring Martha’s Vineyard, with its harbor front towns, beaches and lighthouses. The day is yours to enjoy this famous island
  • A local guide offers their knowledge on the Gilded Age, wealthy summer ‘cottages’ and English settlers as you explore Newport, RI. You will visit one of the grandest summer cottages that was built by the wealthy Vanderbilt family
  • Enjoy a historic whaling town to see what life was like and how people lived as one with the ocean. A taste of chardonnay before dinner will make your trip all that more delightful
  • ‘One If By Land’ and the Midnight Ride of Paul Revere ~ walk the Freedom Trail and trace the steps to the Old North Church, walk along the cobblestone streets to enjoy incredible Italian fare, or take a narrated cruise along the harbor front. All found right in the heart of Boston.
6 days From$2,199
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Canadian Rockies by Train
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Trip Details

Canadian Rockies by Train

By Tours of Distinction
preferred
4.8/5 Excellent
53 reviews
Small Group Tour
7 days From$3,700

Highlights

  • Fresh air and natural wonders are only part of the best destination in Western Canada
  • Canada’s most livable city - Vancouver
  • Meet wildlife in Jasper National Park! You can possible spot elk, moose, bears, deers and more among the towering verdant pines
  • Dotted with over 100 glaciers, waterfalls and pristine emerald lakes, the Ice-fields Parkway is one of the most scenic drives in the world
  • Experience the Rockies by train onboard VIA Rail’s ‘The Canadian’ and relax in the dome car for endless sweeping views of the mountains.
7 days From$3,700
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Utah's National Parks from Las Vegas
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Trip Details

Utah's National Parks from Las Vegas

By Tours of Distinction
preferred
4.8/5 Excellent
53 reviews
Small Group Tour
8 days From$4,305

Highlights

  • Get a taste of the wild west as you go from the glitz and glam of Las Vegas to the serenity of the National Parks
  • Travel historic Route 66 to one of the Wonders of the World - the Grand Canyon
  • Hang-out with a Navajo in Monument Valley and tour mother nature’s canvas in Antelope Canyon
  • Cool off from the desert as you take a jet boat ride and have a BBQ on the Colorado River
  • Discover ancient petroglyphs - beautiful rock formations and deep canyons - as you travel through Capitol Reef National Park on the way to Bryce Canyon
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8 days From$4,305
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Highlights of the South
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Trip Details

Highlights of the South

By Tours of Distinction
preferred
4.8/5 Excellent
53 reviews
Small Group Tour
6 days From$2,180

Highlights

  • What do a Civil War soldier, the wealthy, and Scarlett O’Hara have in common? You! Walk in their footsteps, see where they fought, they lived and how a Civil War story came to life
  • From the beautiful gardens, the winery, to the mansion itself ~ tour one of the largest private homes in North America, the Biltmore Estate. Once the summer mountain retreat of the Vanderbilt family, is now open for you
  • The Civil War and the fight for Chattanooga ~ walk where the soldiers walked, see where they fought, and the beauty which surround it today
  • Spend time at the Civil War Museum, take pictures and enjoy lunch along Chattanooga’s Riverwalk before traveling into Atlanta. Your stay here will have you stepping back in time fifty years, to Vivien Leigh, Clark Gable, and Margaret Mitchell
  • Spend the day with Margaret Mitchell as her historical romance novel comes to life. You will step back in time to 1939 and visit Stately Oaks, the Gone With the Wind Museum, and travel the road to Tara
6 days From$2,180
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Napa and the Sonoma Coast
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Trip Details

Napa and the Sonoma Coast

By AmeriCan Cycling Adventures
none
5/5 Excellent
6 reviews
Small Group Tour
6 days From$2,599

Highlights

  • Explore Healdsburg, which serves as the hub of Dry Creek Valley, Russian River Valley, and Alexander Valley
  • Spend the night exploring fashionable boutiques, art galleries
  • Experience Volcanic activity in Chalk Hill and the world’s largest geothermal power field known as the Geysers
  • Explore Calistoga is the perfect place to recover in comfort with an included hot spring spa and massage treatment
  • Enjoy a more level ride through pastoral Petaluma
6 days From$2,599
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Exploring the Jewels of Quebec, Canada
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Trip Details

Exploring the Jewels of Quebec, Canada

By Premier Tours & Travel
none
5/5 Excellent
4 reviews
Small Group Tour
8 days From$3,995

Highlights

  • Maximum of 20 passengers
  • English-speaking director and local Premier representatives
  • Airport meet and greet / Private group transfers
  • 7-Nights in 4* accommodations such as Hotel William Gray, Hotel Le Germain, and Hotel & Spa Le Germain
  • Guided tours, including walking tours of Montreal, Quebec City, First-Nation Hudson Wendat, and Baie-Saint-Paul, as well as a street art tour, a tour of a cheesemaking farm
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8 days From$3,995
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Women in Wine; Adventures in Napa & Sonoma
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Trip Details

Women in Wine; Adventures in Napa & Sonoma

By Girls' Guide to Paris
none
5/5 Excellent
13 reviews
Small Group Tour
5 days From$4,375

Highlights

  • Taste a large variety of superb wines
  • Meet some of the most important female owners and wine makers in Northern California
  • Shop until you drop in Sonoma & Napa
  • Take a selfie in a field full of mustard flowers in bloom
  • Go on a mushroom hunt with a local forager
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5 days From$4,375
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Bikecouver Island
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Trip Details

Bikecouver Island

By AmeriCan Cycling Adventures
none
5/5 Excellent
6 reviews
Small Group Tour
6 days From$2,395

Highlights

  • Ferry ride across the saanich inlet to mills bay
  • Explore the local food and flare
  • Ride the Cowichan valley trail, part of the trans Canada trail
  • Climb towards the edge of lake Cowichan
  • 19 mile lake Cowichan loop ride
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6 days From$2,395
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Trip Reviews

B

Beware of False Published Itinerary

Feb 2022

Provided byNational Geographic Expeditions
Columbia and Snake Rivers Journeyby National Geographic Expeditions

Best Part of Trip was Cancelled

signed up to travel the Columbia-Snake River to visit Hell's Canyon. That part of the trip was cancelled by Nat Geo without notifying the passengers. Instead we vi...

D

DKM

Sep 2020

Written on
Rockies Premium Tour 5 Daysby Discover Canada Tours

Amazing Trip

We just finished our 5 days tour to the Rockies. We had a wonderful time with Discover Canada Tour. Our group consisted of people from the US, Brazil, Australia and ...

Q

QT3145

Sep 2020

Written on
Rockies Premium Tour 5 Daysby Discover Canada Tours

A special time made more special by our fearless leader

"Our tour of the Canadian Rockies was a very special time for me, my wife and her father. Vacationing on a bus trip was new to all three of us, but the choice ultima...

C

Charlene

Dec 2019

Written on
Rockies Premium Tour 5 Daysby Discover Canada Tours

Rocky Mountains Christmas Premium Tour

We enjoyed the tour very much. Beautiful sceneries all the way! Love Banff the most except it was too cold for us. We had a wonderful tour guide, Erik. Erik was very...

C

Charlene

Dec 2019

Written on
Rockies Premium Tour 5 Daysby Discover Canada Tours

"Rocky Mountains Christmas Premium Tour"

We enjoyed the tour very much. Beautiful sceneries all the way! Love Banff the most except it was too cold for us. We had a wonderful tour guide, Erik. Erik was very...

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North America Luxury Wine Tasting Trips & Packages Tours FAQ

1. Does Travelstride have all the tour operators?

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2. How does the Member Savings program save me money?

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