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) Bliss - Sedona’s Most Luxurious Wine Tour - Lunch Included! 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 →

Napa Wine Tour - Bespoke Private Experience in a Land Rover

Curate experiences tailored to your exact tastes Offer expert advice and recommendations perfect for your group Take care of all the details so you don't …More

Napa & Sonoma, USA

4.5 (8)

Napa Wine Tour - Bespoke Private Experience in a Land Rover

Curate experiences tailored to your exact tastes Offer expert advice and recommendations perfect for your group Take care of all the details so you don't...

6 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$399

Experience Paso Robles wine country your way with an exclusive charter of our charming vintage‑style trolley. Perfect for groups of up to 14, this private …More

Paso Robles, USA

5.0 (2)

Paso Robles Private Winery Trolley

Experience Paso Robles wine country your way with an exclusive charter of our charming vintage‑style trolley. Perfect for groups of up to 14, this private...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$1,198

Visit three award-winning wineries on this 3-Stop Wine Tour in Temecula. Over four hours, traverse the picturesque backroads in a vintage VW bus while enjoying …More

Temecula, USA

5.0 (5)

3 Stop Temecula Wine Adventure

Visit three award-winning wineries on this 3-Stop Wine Tour in Temecula. Over four hours, traverse the picturesque backroads in a vintage VW bus while enjoying...

4 hours 20 minutes Free Cancellation

5.0 (5)

from
$170

Sevierville VIP Wine, Shine, Bourbon & Lunch Experience

Experience Sevierville’s local spirits in a way you cannot do on your own. This hosted walking tour includes an exclusive tasting featuring locally distilled, small-batch …More

Sevierville, USA

5.0 (2)

Sevierville VIP Wine, Shine, Bourbon & Lunch Experience

Experience Sevierville’s local spirits in a way you cannot do on your own. This hosted walking tour includes an exclusive tasting featuring locally distilled, small-batch...

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$72

Private Bourbon Country Day from Louisville – Up to 12 Guests

Bourbon Country, Chauffeured. NB Executive Shuttle provides private, door-to-door transportation through Kentucky’s Bourbon Country. Your vehicle is reserved exclusively for your party and arranged around …More

Louisville, USA

5.0 (21)

Private Bourbon Country Day from Louisville – Up to 12 Guests

6 to 12 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$1,395

Chocolates and Cheers Chocolate Making and Optional Wine Tasting

Indulge in a delightful chocolate-making with an optional wine or craft beer tasting at The Wine Experience on Cannery Row, Monterey. Under the guidance of …More

Monterey & Carmel, USA

5.0 (7)

Chocolates and Cheers Chocolate Making and Optional Wine Tasting

Indulge in a delightful chocolate-making with an optional wine or craft beer tasting at The Wine Experience on Cannery Row, Monterey. Under the guidance of...

2 hours Free Cancellation

5.0 (7)

from
$69

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

San Luis Obispo, USA

5.0 (5)

Paso Robles 3 Winery Tour with Lunch

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

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$114

Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine

This experience combines three things you rarely get in one outing: a small-group boat tour, yoga on a Casco Bay island, and a celebratory drink …More

Portland, USA

5.0 (2)

Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine

This experience combines three things you rarely get in one outing: a small-group boat tour, yoga on a Casco Bay island, and a celebratory drink...

3 hours Free Cancellation

5.0 (2)

from
$185

Niagara-on-the-Lake Evening Beer & Wine Country Dinner Tour

Explore Niagara's finest wineries and breweries on an evening tour that combines exquisite tastings and a delightful dinner. This European-inspired experience includes visits to three …More

Niagara Falls & Around, Canada

5.0 (1)

Niagara-on-the-Lake Evening Beer & Wine Country Dinner Tour

Explore Niagara's finest wineries and breweries on an evening tour that combines exquisite tastings and a delightful dinner. This European-inspired experience includes visits to three...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$244

The Wine Country Shuttle from San Francisco is designed for travelers who want a more flexible and enjoyable way to experience both Napa and Sonoma …More

San Francisco, USA

5.0 (2)

Wine Country Shuttle from San Francisco

The Wine Country Shuttle from San Francisco is designed for travelers who want a more flexible and enjoyable way to experience both Napa and Sonoma...

9 hours Free Cancellation

5.0 (2)

from
$99

Turn your wine country day into a high-energy, fully hosted experience designed to be just as fun between stops as it is at them. More …More

Temecula, USA

4.9 (7)

Fun Kilted guided Temecula Wine Tour

Turn your wine country day into a high-energy, fully hosted experience designed to be just as fun between stops as it is at them. More...

4 hours 30 minutes Free Cancellation

4.9 (7)

from
$149

Your journey begins at the prestigious Napa Valley Marriott. Glide seamlessly along the vine-lined bike trails; we will be visiting three distinguished wineries. A curated …More

Napa & Sonoma, USA

5.0 (12)

Napa Valley Wine Tasting E Bike Tour

Your journey begins at the prestigious Napa Valley Marriott. Glide seamlessly along the vine-lined bike trails; we will be visiting three distinguished wineries. A curated...

6 hours Free Cancellation

5.0 (12)

from
$215

Tennessee Smokies Distillery Tour and Tastings

Explore the heart of Appalachia, where historic distilleries and local stories come to life. This guided tour takes you through the backroads of the Smokies, …More

Pigeon Forge, USA

5.0 (1)

Tennessee Smokies Distillery Tour and Tastings

Explore the heart of Appalachia, where historic distilleries and local stories come to life. This guided tour takes you through the backroads of the Smokies,...

4 to 5 hours Free Cancellation

5.0 (1)

from
$100

You will walk at night through some of the beautiful cobbled streets of the city, while you visit 4 local bars with a magical and …More

Guanajuato City, Mexico

5.0 (7)

Bar Tour in Guanajuato

You will walk at night through some of the beautiful cobbled streets of the city, while you visit 4 local bars with a magical and...

3 to 4 hours Free Cancellation

5.0 (7)

from
$47

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Enjoy award winning wines, wine jellies, and wine sauces in a tasting on historic Plymouth Bay. "Experience Delicious" a stone's throw away from Plymouth Rock. …More

Cape Cod, USA

4.8 (38)

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Enjoy award winning wines, wine jellies, and wine sauces in a tasting on historic Plymouth Bay. "Experience Delicious" a stone's throw away from Plymouth Rock....

Flexible Free Cancellation

4.8 (38)

from
$13

Private Traverse City Winery or Brewery Tour

Enjoy the best wineries & breweries in the Traverse City area with our custom private group tour. Whether its a birthday party, anniversary, bachelor or …More

Traverse City, USA

5.0 (36)

Private Traverse City Winery or Brewery Tour

Enjoy the best wineries & breweries in the Traverse City area with our custom private group tour. Whether its a birthday party, anniversary, bachelor or...

4 hours

5.0 (36)

from
$700

Wine Tour Pros - Napa Valley Wine Tour and Transportation

Privately Driven Wine Tour Experience! Wine Tour Pros welcomes you to Wine Country in one of our luxury vehicles with a bottle of bubbles or …More

Napa & Sonoma, USA

5.0 (24)

Wine Tour Pros - Napa Valley Wine Tour and Transportation

Privately Driven Wine Tour Experience! Wine Tour Pros welcomes you to Wine Country in one of our luxury vehicles with a bottle of bubbles or...

6 hours Hotel pickup offered

5.0 (24)

from
$799

From SF : 6hr-8hr- Private Wine Tour & Custom Concierge.XL SUV

-This wine tour will take you to the best wineries in Sonoma and Napa County. Our years of experience in quality wine touring has allowed …More

Napa & Sonoma, USA

5.0 (35)

From SF : 6hr-8hr- Private Wine Tour & Custom Concierge.XL SUV

-This wine tour will take you to the best wineries in Sonoma and Napa County. Our years of experience in quality wine touring has allowed...

8 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$550

From SF:Sonoma & Napa -8hr Private Wine Tour with Concierge.XLSUV

This wine tour will take you to the best wineries in Sonoma and Napa County. Our years of experience in quality wine touring has allowed …More

Napa & Sonoma, USA

5.0 (28)

From SF:Sonoma & Napa -8hr Private Wine Tour with Concierge.XLSUV

This wine tour will take you to the best wineries in Sonoma and Napa County. Our years of experience in quality wine touring has allowed...

8 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$105

Experience the beautiful rolling hills of the world famous Russian River Valley vineyards as we leisurely ride up close with high quality regular bikes. Enjoy …More

Santa Rosa, USA

5.0 (28)

Santa Rosa Bike & Wine Tour

Experience the beautiful rolling hills of the world famous Russian River Valley vineyards as we leisurely ride up close with high quality regular bikes. Enjoy...

4 hours 30 minutes Free Cancellation

5.0 (28)

from
$235

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?