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 →

Tour DeVine by Heli - Helicopter Wine Tour

Come experience some Northwest hospitality combined with amazing wines, all from the comfort of your personal helicopter. We will whisk you away for roughly 6 …More

5.0 (75)

Tour DeVine by Heli - Helicopter Wine Tour

Come experience some Northwest hospitality combined with amazing wines, all from the comfort of your personal helicopter. We will whisk you away for roughly 6...

6 hours Free Cancellation

5.0 (75)

from
$2,358

Healdsburg Wine and Food Pairing Guided Walking Tour

This is Healdsburg's “original” Wine & Food Pairing Walking Tour. Our 4-hour guided taste adventure, hits all the gourmet highlights of charming Healdsburg, the hippest …More

Healdsburg, USA

4.9 (423)

Healdsburg Wine and Food Pairing Guided Walking Tour

This is Healdsburg's “original” Wine & Food Pairing Walking Tour. Our 4-hour guided taste adventure, hits all the gourmet highlights of charming Healdsburg, the hippest...

4 hours Free Cancellation

4.9 (423)

from
$139

Paso Robles Wine Adventure within the Paso Robles Wine Region

Join The Wine Wrangler’s Paso Robles Wine Tour! Visit 3-4 wineries chosen by our guide based on group tastes. Tasting fees paid on-site, possibly 100% …More

Paso Robles, USA

4.8 (188)

Paso Robles Wine Adventure within the Paso Robles Wine Region

Join The Wine Wrangler’s Paso Robles Wine Tour! Visit 3-4 wineries chosen by our guide based on group tastes. Tasting fees paid on-site, possibly 100%...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (188)

from
$200

Temecula Valley Afternoon Wine Tour with Tastings and Cheeseboard

Sip, savor, and explore three top wineries on a fun 4-hour weekend tour departing from Old Town Temecula. Kick off your afternoon at 2:15 PM …More

Temecula, USA

4.9 (68)

Temecula Valley Afternoon Wine Tour with Tastings and Cheeseboard

Sip, savor, and explore three top wineries on a fun 4-hour weekend tour departing from Old Town Temecula. Kick off your afternoon at 2:15 PM...

4 hours Free Cancellation

4.9 (68)

from
$129

The value-focused tour is offered for up a group of 6 guests (per vehicle, not per person). Enjoy a private wine tour of the Napa …More

Napa & Sonoma, USA

4.9 (65)

Napa Valley and Sonoma Wine Tour

The value-focused tour is offered for up a group of 6 guests (per vehicle, not per person). Enjoy a private wine tour of the Napa...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (65)

from
$618

3-Winery Paso Robles Tour with Picnic Lunch from Paso Robles

Raise a glass to Paso Robles with Grapeline Wine Tours—your gateway to a laid-back, flavorful wine country escape. Visit three handpicked wineries where all reservations …More

San Luis Obispo, USA

4.9 (56)

3-Winery Paso Robles Tour with Picnic Lunch from Paso Robles

Raise a glass to Paso Robles with Grapeline Wine Tours—your gateway to a laid-back, flavorful wine country escape. Visit three handpicked wineries where all reservations...

5 hours Hotel pickup offered Free Cancellation

4.9 (56)

from
$119

Santa Barbara's Ultimate Wine and Chocolate Walking Tour

A tour that highlights the most excellent wines to be found in Santa Barbara. This 3 Hour Wine Tasting & History Tour Includes: -(2)Boutique Wine …More

Santa Barbara, USA

5.0 (22)

Santa Barbara's Ultimate Wine and Chocolate Walking Tour

A tour that highlights the most excellent wines to be found in Santa Barbara. This 3 Hour Wine Tasting & History Tour Includes: -(2)Boutique Wine...

3 hours 30 minutes Free Cancellation

5.0 (22)

from
$149

"Best private Wine Tour of Napa or Sonoma for up to 8 People"

…More

Napa & Sonoma, USA

4.9 (129)

"Best private Wine Tour of Napa or Sonoma for up to 8 People"

...

5 hours Hotel pickup offered Free Cancellation

4.9 (129)

from
$400

Whatever the occasion – anniversary, birthday, bachelor/bachelorette party, corporate outing, graduation, day out with friends, girls getaway – we guarantee that we will take the …More

Paso Robles, USA

5.0 (78)

Private Wine Tour in Paso Robles

Whatever the occasion – anniversary, birthday, bachelor/bachelorette party, corporate outing, graduation, day out with friends, girls getaway – we guarantee that we will take the...

6 hours Hotel pickup offered

5.0 (78)

from
$665

Luxury Wine Tours to Niagara On The Lake

The VIP Wine Tour to Niagara is a private tour with pick up at private residences, hotels or business. It includes a 90 minute drive …More

Toronto, Canada

5.0 (27)

Luxury Wine Tours to Niagara On The Lake

The VIP Wine Tour to Niagara is a private tour with pick up at private residences, hotels or business. It includes a 90 minute drive...

9 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$325

3 hours Wine Tour in Niagara-on-the-Lake

Whether it's a relaxing day away from the hustle & bustle at home, or a bunch of bridesmaids out celebrating, wine tasting is a great …More

Niagara Falls & Around, Canada

4.9 (23)

3 hours Wine Tour in Niagara-on-the-Lake

Whether it's a relaxing day away from the hustle & bustle at home, or a bunch of bridesmaids out celebrating, wine tasting is a great...

3 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$176

Niagara Falls with Maple & Wine from Toronto. Local Experience

You will explore Niagara Region with local tour guide. We travel in small groups and you will feel like you are travelling with group of …More

Toronto, Canada

4.7 (17)

Niagara Falls with Maple & Wine from Toronto. Local Experience

You will explore Niagara Region with local tour guide. We travel in small groups and you will feel like you are travelling with group of...

12 hours Free Cancellation

4.7 (17)

from
$120

Join us for a safe and inclusive Caribbean night out in Playa del Carmen. Discover popular hotspots while meeting party people from all over the …More

Playa del Carmen, Mexico

5.0 (112)

Social PubCrawl Playa del Carmen

Join us for a safe and inclusive Caribbean night out in Playa del Carmen. Discover popular hotspots while meeting party people from all over the...

5 hours

5.0 (112)

from
$36

Local Vineyard Tour & Wine Tasting at the Independence Valley

The event will take place at one of the best local vineyards in the recently named Independence Valley, Guanajuato, Mexico area. This territory is considered …More

San Miguel de Allende, Mexico

4.7 (74)

Local Vineyard Tour & Wine Tasting at the Independence Valley

The event will take place at one of the best local vineyards in the recently named Independence Valley, Guanajuato, Mexico area. This territory is considered...

3 hours 30 minutes Free Cancellation

4.7 (74)

from
$99

San Jose del Cabo Authentic Tequila Masterclass & Light Bites

EXCLUSIVE SMALL-GROUP SESSION FOR A TRULY INTIMATE EXPERIENCE. Join us for a unique journey into the heart of Mexican tradition with a boutique tequila masterclass …More

San Jose del Cabo, Mexico

5.0 (23)

San Jose del Cabo Authentic Tequila Masterclass & Light Bites

EXCLUSIVE SMALL-GROUP SESSION FOR A TRULY INTIMATE EXPERIENCE. Join us for a unique journey into the heart of Mexican tradition with a boutique tequila masterclass...

1 hour 15 minutes Free Cancellation

5.0 (23)

from
$85

Tequila Tasting is an experience of Tequila O'clock, a place owned by a person originally from the town of Tequila Jalisco, this will ensure you …More

Isla Holbox, Mexico

5.0 (34)

Tequila Tasting Experience

Tequila Tasting is an experience of Tequila O'clock, a place owned by a person originally from the town of Tequila Jalisco, this will ensure you...

45 minutes Free Cancellation

5.0 (34)

from
$39

Fredericksburg Hill Country Aficionado Wine Tour from San Antonio

Enjoy a full day of wine and scenic Hill Country sights from San Antonio. The day starts with pick up from your downtown/Riverwalk area hotel …More

San Antonio, USA

4.9 (17)

Fredericksburg Hill Country Aficionado Wine Tour from San Antonio

Enjoy a full day of wine and scenic Hill Country sights from San Antonio. The day starts with pick up from your downtown/Riverwalk area hotel...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (17)

from
$229

Private Sidecar Winery Tour through Paso Robles

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

Paso Robles, USA

4.9 (49)

Private Sidecar Winery Tour through Paso Robles

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

4.9 (49)

from
$165

Join us on this cultivated 5 to 6 Hour excursion and take home your own authentic Santa Barbara Wine Tour experience. This tour includes 3 …More

Santa Barbara, USA

4.7 (29)

Private All-Inclusive Wine Tasting Tour

Join us on this cultivated 5 to 6 Hour excursion and take home your own authentic Santa Barbara Wine Tour experience. This tour includes 3...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (29)

from
$200

Niagara-on-the-Lake Wine Tour with Lunch

An authentic wine-tasting expedition awaits in a small group setting that is unique, fun, and engaging led by Niagara’s best and most knowledgeable industry professional …More

Niagara Falls & Around, Canada

5.0 (44)

Niagara-on-the-Lake Wine Tour with Lunch

An authentic wine-tasting expedition awaits in a small group setting that is unique, fun, and engaging led by Niagara’s best and most knowledgeable industry professional...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (44)

from
$204

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?