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 →

Private - Willamette Valley Wine Tour From Portland (tasting fees included)

The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day …More

Portland, USA

5.0 (12)

Private - Willamette Valley Wine Tour From Portland (tasting fees included)

The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day...

7 hours 30 minutes

5.0 (12)

from
$285

Wine Tour Pros - Sprinter Van Wine Tour: Up To 14 Guests

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles ready to go on your Napa wine tour adventure! Explore …More

Healdsburg, USA

5.0 (45)

Wine Tour Pros - Sprinter Van Wine Tour: Up To 14 Guests

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles ready to go on your Napa wine tour adventure! Explore...

6 to 8 hours Hotel pickup offered

5.0 (45)

from
$1,300

We hand select premier Napa Valley Wineries for our tours, and safely pick up and drop off guests included, making it a safe way to …More

Oakland, USA

5.0 (1)

Napa Valley All-Inclusive Wine Tour

We hand select premier Napa Valley Wineries for our tours, and safely pick up and drop off guests included, making it a safe way to...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$310

Our signature wine tour is bottled with fun, fact and flavor. Hosted by one of our Region’s most entertaining and engaging Wine Guides, 5 Star …More

Niagara Falls, USA

4.7 (3)

Vintage Wine Tour In Niagara County USA

Our signature wine tour is bottled with fun, fact and flavor. Hosted by one of our Region’s most entertaining and engaging Wine Guides, 5 Star...

4 to 5 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$139

Guided Wine Tasting at Berkeley Wineries with Local Sommelière

It's not often that you can visit a winery in the heart of a city! Berkeley has been home to what we call 'urban wineries' …More

Oakland, USA

5.0 (13)

Guided Wine Tasting at Berkeley Wineries with Local Sommelière

It's not often that you can visit a winery in the heart of a city! Berkeley has been home to what we call 'urban wineries'...

3 hours

5.0 (13)

from
$175

Wine Tour Transportation Services in Napa Valley

Ready to uncork an unforgettable adventure in Napa Valley? Look no further than our exclusive Wine Tour Transportation Services! Picture this: You and your closest …More

Napa & Sonoma, USA

4.9 (12)

Wine Tour Transportation Services in Napa Valley

Ready to uncork an unforgettable adventure in Napa Valley? Look no further than our exclusive Wine Tour Transportation Services! Picture this: You and your closest...

6 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$390

Luxury Wine Tour in Paso Robles, with a Winemaker

Indulge in a leisurely wine tasting experience in the stunning California Central Coast wine region, accompanied by a knowledgeable winemaker, in the comfort of a …More

Paso Robles, USA

5.0 (6)

Luxury Wine Tour in Paso Robles, with a Winemaker

Indulge in a leisurely wine tasting experience in the stunning California Central Coast wine region, accompanied by a knowledgeable winemaker, in the comfort of a...

5 hours Hotel pickup offered

5.0 (6)

from
$645

Private Napa or Sonoma Wine Tour—Your Day, Fully Planned

Craft your perfect day in Wine Country. Tailored tours, hidden gems, and genuine hospitality. Let me be your guide. Unlike most wine tours, I fully …More

Healdsburg, USA

5.0 (14)

Private Napa or Sonoma Wine Tour—Your Day, Fully Planned

Craft your perfect day in Wine Country. Tailored tours, hidden gems, and genuine hospitality. Let me be your guide. Unlike most wine tours, I fully...

7 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$850

Bed and Breakfast Wine Tour - Small Group, Joinable/Sharable

Home to some incredible bed and breakfasts, Newberg Oregon is centered in the heart of Oregon Wine Country. While you don't have to stay with …More

Portland, USA

5.0 (6)

Bed and Breakfast Wine Tour - Small Group, Joinable/Sharable

Home to some incredible bed and breakfasts, Newberg Oregon is centered in the heart of Oregon Wine Country. While you don't have to stay with...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$230

Fraser Valley Social Wine Tasting Private Tour

This is a private tour with a local guide. Grapes and wine production is one of the fast growing industries in British Columbia. Our VQA …More

Vancouver, Canada

5.0 (10)

Fraser Valley Social Wine Tasting Private Tour

This is a private tour with a local guide. Grapes and wine production is one of the fast growing industries in British Columbia. Our VQA...

5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$226

Lake Country Half Day Guided Wine Tour With 4 Wineries

Our Lake Country Half Day wine tour offers an incredible introduction to Okanagan Wine Country. Featuring award winning wineries, beautiful mountain views and a fun …More

Kelowna & Okanagan Valley, Canada

4.9 (10)

Lake Country Half Day Guided Wine Tour With 4 Wineries

Our Lake Country Half Day wine tour offers an incredible introduction to Okanagan Wine Country. Featuring award winning wineries, beautiful mountain views and a fun...

5 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$116

Welcome to your Naramata Bench Wine tour! Nestled among the foothills of the Okanagan mountains, the Naramata Bench offers unique terroir, endless sunshine, handcrafted wines …More

Kelowna & Okanagan Valley, Canada

4.8 (21)

Naramata Bench 5 Winery Tour

Welcome to your Naramata Bench Wine tour! Nestled among the foothills of the Okanagan mountains, the Naramata Bench offers unique terroir, endless sunshine, handcrafted wines...

6 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$160

West Kelowna Half Day Wine Tour- Incl. Tasting Fees & Guide Grat!

The Westside Wine Trail in West Kelowna is a perfect mix of history, charm, and award-winning wines! Home to some of the oldest vineyards in …More

Kelowna & Okanagan Valley, Canada

5.0 (42)

West Kelowna Half Day Wine Tour- Incl. Tasting Fees & Guide Grat!

The Westside Wine Trail in West Kelowna is a perfect mix of history, charm, and award-winning wines! Home to some of the oldest vineyards in...

4 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$116

East Kelowna Half Day Wine Tour- Incl. Tasting Fees & Guide Grat!

Get ready to uncork some fun on the Kelowna Wine Tour, where you can explore some of the oldest and most historic wineries in British …More

Kelowna & Okanagan Valley, Canada

5.0 (42)

East Kelowna Half Day Wine Tour- Incl. Tasting Fees & Guide Grat!

Get ready to uncork some fun on the Kelowna Wine Tour, where you can explore some of the oldest and most historic wineries in British...

4 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$115

West Kelowna Gallery Of Grapes Wine Tour

On this West Kelowna wine tour, you will visit some of the best wineries the Okanagan Valley offers, each with award winning wines and breathtaking …More

Kelowna & Okanagan Valley, Canada

4.9 (52)

West Kelowna Gallery Of Grapes Wine Tour

On this West Kelowna wine tour, you will visit some of the best wineries the Okanagan Valley offers, each with award winning wines and breathtaking...

4 to 6 hours Hotel pickup offered

4.9 (52)

from
$161

Lake Country Half Day Wine Tour- Incl. Tasting Fees & Guide Grat!

Get ready to sip, swirl, and savor on the Scenic Sip Wine Trail in Lake Country, BC! Nestled between Kelowna and Vernon, this wine lover's …More

Kelowna & Okanagan Valley, Canada

5.0 (53)

Lake Country Half Day Wine Tour- Incl. Tasting Fees & Guide Grat!

Get ready to sip, swirl, and savor on the Scenic Sip Wine Trail in Lake Country, BC! Nestled between Kelowna and Vernon, this wine lover's...

4 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$116

Blending the award winning wines of one of Kelowna's top wine regions with an authentic winery restaurant experience and vineyard sunsets, our Sunset Sip tour …More

Kelowna & Okanagan Valley, Canada

4.6 (36)

Sunset Sip Wine Tour

Blending the award winning wines of one of Kelowna's top wine regions with an authentic winery restaurant experience and vineyard sunsets, our Sunset Sip tour...

4 to 5 hours Hotel pickup offered Free Cancellation

4.6 (36)

from
$116

The Calgary area is home to numerous Provincial, National and World Beer Competition Award Winners. At Canadian Craft Tours we have partnered with many of …More

Calgary, Canada

5.0 (3)

Calgary Brewery Tour

The Calgary area is home to numerous Provincial, National and World Beer Competition Award Winners. At Canadian Craft Tours we have partnered with many of...

3 hours 30 minutes Free Cancellation

5.0 (3)

from
$94

Private Customizable Niagara Day Trip/Wine Tour from Toronto

Private, Custom, Upscale Tour: This tour provides you with the freedom to explore up to 5 Attractions and /or premium wineries and/or breweries Discover the …More

Toronto, Canada

5.0 (11)

Private Customizable Niagara Day Trip/Wine Tour from Toronto

Private, Custom, Upscale Tour: This tour provides you with the freedom to explore up to 5 Attractions and /or premium wineries and/or breweries Discover the...

10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$192

Private Deluxe Wine Tour to Valle de Guadalupe by Luxury Vehicle

Experience a luxury private wine tour in Valle de Guadalupe, Mexico’s premier wine region, with a fully customized itinerary featuring three to four amazing wineries, …More

Rosarito, Mexico

5.0 (14)

Private Deluxe Wine Tour to Valle de Guadalupe by Luxury Vehicle

Experience a luxury private wine tour in Valle de Guadalupe, Mexico’s premier wine region, with a fully customized itinerary featuring three to four amazing wineries,...

7 to 8 hours Free Cancellation

5.0 (14)

from
$190

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?