Top North America Wine Tasting & Winery Tours

Q: Which North America Wine Tasting & Winery Tours have Instant Confirmation?

North America Wine Tasting & Winery Tours with Instant Confirmation include: Wine Tasting Cruise in St. Augustine All Inclusive Temecula Wine Tour - Tastings, Lunch, Hotel Pickup Happy Hour Sightseeing Cruise Corks & Forks Pairing Tour (St. Augustine, Strolling) Undiscovered Charleston: Half Day Food, Wine & History Tour with Cooking Class View all Tours with Instant Confirmation →

Q: I need a ride! Which North America Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These North America Wine Tasting & Winery Tours include Hotel Pickup: All Inclusive Temecula Wine Tour - Tastings, Lunch, Hotel Pickup Bliss - Sedona’s Most Luxurious Wine Tour - Lunch Included! Verde Valley Wine Tour - 4 Vineyards, Limo Style Bus, Charcuterie Leavenworth Exclusive Tour from Seattle Napa Valley Small Group Winery Tour View all Tours with Hotel Pickup →

Q: Got any more North America trip ideas?

We sure do. Check out our curated lists of hand-picked North America Tours. Top 10 North America 2026 Senior-friendly tours North America The best tours and activities for culture lovers in North America Top Day Trips from North America Things to do in North America this summer View all North America Trip Ideas →

Q: What are the most popular styles of Tours and Activities in North America?

Based on our sales data over the past year, the most popular styles of tours and activities in North America are: North America Luxury & Special Occasions North America Luxury Tours North America Tours & Sightseeing North America Kid Friendly North America Cruises, Sailing & Water Tours View all tour styles in North America →

Let us show you a little bit of Valle de Guadalupe! We are sure you will love the combination of wine, gastronomy, architecture and incredible …More

Ensenada, Mexico

4.9 (66)

Private tour in Valle de Guadalupe

Let us show you a little bit of Valle de Guadalupe! We are sure you will love the combination of wine, gastronomy, architecture and incredible...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (66)

from
$99

"Bike 2 wine", Exploring vineyards on a bike

The true magic of this tour lies in the freedom to ride from vineyard to vineyard. We designed the route to prioritize back roads and …More

Ensenada, Mexico

5.0 (9)

"Bike 2 wine", Exploring vineyards on a bike

The true magic of this tour lies in the freedom to ride from vineyard to vineyard. We designed the route to prioritize back roads and...

3 hours Free Cancellation

5.0 (9)

from
$95

Private Sidecar Winery Tour through Santa Barbara

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether …More

Santa Barbara, USA

4.6 (42)

Private Sidecar Winery Tour through Santa Barbara

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether...

2 hours 30 minutes Free Cancellation

4.6 (42)

from
$165

4-Hour Okanagan Valley Wine Tasting. Wineries of East Kelowna Bench.

Moments from Kelowna's urban centre you will find yourself amongst vineyard and orchard, drinking in the amazing views - along with some great wine! A …More

Kelowna & Okanagan Valley, Canada

4.9 (64)

4-Hour Okanagan Valley Wine Tasting. Wineries of East Kelowna Bench.

Moments from Kelowna's urban centre you will find yourself amongst vineyard and orchard, drinking in the amazing views - along with some great wine! A...

4 hours Hotel pickup offered Free Cancellation

4.9 (64)

from
$107

PRIVATE All-Inclusive 3-Winery Tour from Santa Barbara in S.Y.V.

Ready for an unforgettable wine adventure? This isn’t your average tour—this is your tour, designed to let you sip, savor, and explore Santa Ynez Valley …More

Santa Barbara, USA

5.0 (12)

PRIVATE All-Inclusive 3-Winery Tour from Santa Barbara in S.Y.V.

Ready for an unforgettable wine adventure? This isn’t your average tour—this is your tour, designed to let you sip, savor, and explore Santa Ynez Valley...

5 hours 15 minutes Hotel pickup offered

5.0 (12)

from
$379

We offer private and personalized transportation in Valle de Guadalupe, with comfortable vehicles and drivers who are experts in the region. We focus on punctuality, …More

Ensenada, Mexico

5.0 (52)

Private Tour in Valle De Guadalupe

We offer private and personalized transportation in Valle de Guadalupe, with comfortable vehicles and drivers who are experts in the region. We focus on punctuality,...

8 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$150

Private Hearst Castle and Paso Robles Wine Tasting Tour

Our most popular tour lets you make the most of your time on California's Central Coast! Experience the best of California’s Central Coast on this …More

Paso Robles, USA

5.0 (36)

Private Hearst Castle and Paso Robles Wine Tasting Tour

Our most popular tour lets you make the most of your time on California's Central Coast! Experience the best of California’s Central Coast on this...

8 hours 45 minutes Hotel pickup offered

5.0 (36)

from
$1,075

Two Hour Scenic Sail on the Liberty Clipper

A voyage aboard the 125' Schooner Liberty Clipper offers a unique opportunity to connect with maritime history while exploring the stunning views of Long Island …More

Long Island, USA

5.0 (9)

Two Hour Scenic Sail on the Liberty Clipper

A voyage aboard the 125' Schooner Liberty Clipper offers a unique opportunity to connect with maritime history while exploring the stunning views of Long Island...

2 hours Free Cancellation

5.0 (9)

from
$69

Fort lauderdale Christmas Holiday Lights Cruise

Don't miss Fort Lauderdale's best-priced holiday lights cruise! Step aboard our brand-new 65-foot Sea Rocket for 1 hour of pure holiday magic as you cruise …More

Fort Lauderdale, USA

4.5 (15)

Fort lauderdale Christmas Holiday Lights Cruise

Don't miss Fort Lauderdale's best-priced holiday lights cruise! Step aboard our brand-new 65-foot Sea Rocket for 1 hour of pure holiday magic as you cruise...

1 hour Free Cancellation

4.5 (15)

from
$33

Fredericksburg Wine Tour with Three Winery Stops Plus Lunch

Come enjoy what the Fredericksburg wine region has to offer with this guided wine tour package. The hill country boasts over 60 wineries with more …More

Fredericksburg, USA

5.0 (20)

Fredericksburg Wine Tour with Three Winery Stops Plus Lunch

Come enjoy what the Fredericksburg wine region has to offer with this guided wine tour package. The hill country boasts over 60 wineries with more...

Flexible Hotel pickup offered Free Cancellation

5.0 (20)

from
$325

Willamette Valley Wine Tour - Full Day Tour

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine …More

Portland, USA

4.8 (61)

Willamette Valley Wine Tour - Full Day Tour

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine...

7 to 8 hours Hotel pickup offered

4.8 (61)

from
$115

Half-Day Wine Country Tour from San Francisco

A 5-hour tour of the Wine Country Visit 2 wineries with wine tastings and learn about the process of wine-making Travel in a luxurious coach …More

San Francisco, USA

4.3 (93)

Half-Day Wine Country Tour from San Francisco

A 5-hour tour of the Wine Country Visit 2 wineries with wine tastings and learn about the process of wine-making Travel in a luxurious coach...

5 hours

4.3 (93)

from
$130

Napa & Sonoma Wine Tour | 6-8hr Private Fully Customized.*XL SUV

Enjoy the beauty of Napa Valley and Sonoma. Taste the best wines the region has to offer. We'll plan the day for you based on …More

Napa & Sonoma, USA

4.9 (61)

Napa & Sonoma Wine Tour | 6-8hr Private Fully Customized.*XL SUV

Enjoy the beauty of Napa Valley and Sonoma. Taste the best wines the region has to offer. We'll plan the day for you based on...

8 hours Hotel pickup offered Free Cancellation

4.9 (61)

from
$85

Arrington Vineyard Winery Round-Trip Shuttle Transportation from Nashville

Want to visit a Tennessee winery with a country music connection? Let Barrels of Fun Nashville take you to Arrington Vineyards. You will have an …More

Nashville, USA

4.3 (21)

Arrington Vineyard Winery Round-Trip Shuttle Transportation from Nashville

Want to visit a Tennessee winery with a country music connection? Let Barrels of Fun Nashville take you to Arrington Vineyards. You will have an...

3 hours Free Cancellation

4.3 (21)

from
$54

Private Snoqualmie Falls and Woodinville Wine Tour from Seattle

Enjoy a day full of wine tasting and amazing Northwest scenery on this private tour from Seattle. Washington has emerged as one of the top …More

Seattle, USA

4.8 (10)

Private Snoqualmie Falls and Woodinville Wine Tour from Seattle

Enjoy a day full of wine tasting and amazing Northwest scenery on this private tour from Seattle. Washington has emerged as one of the top...

6 hours Hotel pickup offered

4.8 (10)

from
$2,529

PRIVATE 5-Hour Transportation up to 8 guests from Paso Robles

An incredible way to experience Paso Robles wine country! The luxury of a private vehicle dedicated solely to the group offers both comfort and the …More

Paso Robles, USA

5.0 (2)

PRIVATE 5-Hour Transportation up to 8 guests from Paso Robles

An incredible way to experience Paso Robles wine country! The luxury of a private vehicle dedicated solely to the group offers both comfort and the...

5 hours Hotel pickup offered

5.0 (2)

from
$730

8-Hour Private Wine Tour Experience for up to 6 Guests - San Francisco to Sonoma

A truly great trip to California wine country is an immersive experience, and no amount of studying or expert certifications can match the expertise and …More

Napa & Sonoma, USA

5.0 (11)

8-Hour Private Wine Tour Experience for up to 6 Guests - San Francisco to Sonoma

A truly great trip to California wine country is an immersive experience, and no amount of studying or expert certifications can match the expertise and...

7 to 8 hours Hotel pickup offered

5.0 (11)

from
$810

Raise a glass to history on the #1 best brew tour in Gettysburg! Operating daily, year-round, this guided experience blends the town’s rich Civil War …More

Gettysburg, USA

5.0 (7)

Gettysburg American Brew Tour By Junket

Raise a glass to history on the #1 best brew tour in Gettysburg! Operating daily, year-round, this guided experience blends the town’s rich Civil War...

2 hours Free Cancellation

5.0 (7)

from
$70

Hop on the "bubbly booze cruise" for a popping pink time through Fredericksburg's most fun destinations! On this tour, you will enjoy champagne at Brookes …More

Fredericksburg, USA

4.8 (36)

Half-Day Winery Tour in Fredericksburg

Hop on the "bubbly booze cruise" for a popping pink time through Fredericksburg's most fun destinations! On this tour, you will enjoy champagne at Brookes...

5 hours

4.8 (36)

from
$89

Fredericksburg Private Wine Tour Lincoln Limo

A unique, fun filled and "PINKIFIED" wine tour in the Texas Hill Country. Hop on the bubble bus to explore the top destinations in wine …More

Fredericksburg, USA

4.9 (20)

Fredericksburg Private Wine Tour Lincoln Limo

A unique, fun filled and "PINKIFIED" wine tour in the Texas Hill Country. Hop on the bubble bus to explore the top destinations in wine...

5 hours Hotel pickup offered

4.9 (20)

from
$99

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for North America Wine Tasting & Winery Tours?

What are the best kid-friendly options for North America Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly North America Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which North America Wine Tasting & Winery Tours have Instant Confirmation?

Which North America Wine Tasting & Winery Tours have Free Cancellation?

North America Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which North America Wine Tasting & Winery Tours have Hotel Pickup?

Got any more North America trip ideas?

What are the most popular styles of Tours and Activities in North America?