San Diego Wine Tastings

Top San Diego Wine Tasting Tours

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San Diego Whale Watching Tour
4.6
(1,270)

San Diego Whale Watching Tour

Encounter some of Earth's most magnificent creatures on a 2–3-hour whale-watching cruise in San Diego. The voyage departs right from Mission Bay, so you’ll be out into the open ocean and looking for animals in just 10 short minutes. Marine biologists onboard help you spot whales and dolphins and learn about their life in the deep blue sea.
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  • 2 to 3 hours
  • Free Cancellation
from
$71
Gaslamp Quarter Food and Drink Tour: Brothels, Bites & Booze
4.5
(655)

Gaslamp Quarter Food and Drink Tour: Brothels, Bites & Booze

Explore the best eats in the Gaslamp Quarter of San Diego on a walking tour with an expert guide who shares the inside scoop on the district's hopping restaurant and bar scene. Sample delicious dishes at several eateries, sip drinks, and learn about the history of the district as you discover its latest incarnation as a top nightlife destination. Colorful stories shared by your guide make the history of San Diego come to life on this 2.5-hour tour.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$88
San Diego Bay Highlights: Scenic 90-Minute Narrated Harbor Tour
4.4
(365)

San Diego Bay Highlights: Scenic 90-Minute Narrated Harbor Tour

See San Diego from a marine vantage point on this 90min harbor cruise, including a look at the marina, seabirds and potential sea lion sightings. Listen to live narration from your captain and enjoy for-purchase snacks from the onboard snack bar.
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  • 1 hour 30 minutes
  • Free Cancellation
from
$37
Vino! Vino! Little Italy Wine Tasting Walking Tour
4.6
(46)

Vino! Vino! Little Italy Wine Tasting Walking Tour

Combine history with wine tasting on this guided walking tour around San Diego’s Little Italy. Discover the area’s history in a fun way, with stops at three locations to sample unique wines from California and Italy. Enjoy Italian food samples, such as pizza, calamari and meatballs, at two of the three locations.
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  • 3 hours
  • Free Cancellation
from
$125
San Diego Harbor Cruise
4.5
(2,444)

San Diego Harbor Cruise

Spend a few hours relaxing and sightseeing in the waters just off San Diego during this 1- or 2-hour San Diego Harbor cruise. Sit back and relax as you take in a fully narrated tour, offering top-notch sight lines of the San Diego skyline, a cruise under Coronado Bridge, a look at the bustling US Naval fleet, and a chance to spot some of the harbor’s resident sea lions.
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  • 2 hours
  • Free Cancellation
from
$35
San Diego Seal Tour
4.7
(1,059)

San Diego Seal Tour

Take in the highlights of San Diego Bay during a sightseeing tour by amphibious vehicle. Travel on both land and water, starting on the streets of Seaport Village and rolling down Harbor Drive alongside San Diego Bay. Transition into the water after departing Seaport Village. Cruise past the SeaWorld and Vacation Isle, experiencing the best of maritime San Diego on this fun and informative tour.
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  • 1 hour 45 minutes
  • Free Cancellation
from
$53
San Diego Whale Watching Cruise
4.5
(562)

San Diego Whale Watching Cruise

Go on a whale-watching expedition in San Diego on this half-day cruise. Get the scoop from a guide who studies the migratory patterns of grey whales as you keep a lookout for whales in the water. Board a 2-story yacht with 360-degree views of the ocean, an onboard snack bar, multiple restrooms, and free guest Wi-Fi, and head straight for the whales.
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  • 3 hours 30 minutes
  • Free Cancellation
from
$52
San Diego Hop On Hop Off Trolley Tour
4.7
(2,106)

San Diego Hop On Hop Off Trolley Tour

Explore some of the top highlights of San Diego with your or or two day trolley pass (depending on option selected) for the city’s Hop-on, Hop-off Trolley Tour. Choose your own adventure as you get on and off the trolley at any of the 11 included stops, covering famous sights including the Gaslamp Quarter, the San Diego Zoo, USS Midway and the Cruise Ship Terminal, Little Italy, and many more. This San Diego trolley tour also features live commentary from the on-board guide during your ride.
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  • 2 hours
  • Free Cancellation
from
$54
Tequila, Tacos & Tombstones: Old Town Food & Drink Walking Tour
4.5
(196)

Tequila, Tacos & Tombstones: Old Town Food & Drink Walking Tour

Get your fiesta started in San Diego on a food and walking tour through historic Old Town. Visit some of the district's finest Mexican restaurants to sample tasty dishes, tequila cocktails, and hear mariachi music. Learn about the history of California and the Native Americans, Spanish, Mexicans and gold rush prospectors that influenced Old Town's growth. You even hear some ghostly tales at Whaley House and an old cemetery. Get insider tips from your guide about authentic Mexican cuisine and other great places to visit on this fun tour.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$88
San Diego Scenic Tour
4.6
(512)

San Diego Scenic Tour

In just four hours, experience the scenic highlights of San Diego and its neighboring areas. Watch sea lions and pelicans on the beaches of La Jolla and capture fantastic views from the top of Mt Soledad. Soak up the Old World elegance of the mansions and Hotel Del on Coronado Island, and find peace in the urban oasis of Balboa Park. Wind through downtown and Old Town San Diego, learning about the city’s history along the way. Enjoy personalized attention on this small-group tour limited to just 14 people.
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  • 4 hours
  • Free Cancellation
from
$79
Chauffeured Adventure to Local San Diego Vineyards
5.0
(23)

Chauffeured Adventure to Local San Diego Vineyards

- Hands on viticulture demos: taste the grapes that are growing. - Behind-the-scene tours (sometimes there are ghost stories!) - Artisan shoppes to explore. - Wine and chocolate tastings. - Relaxing adventure with no stress as we take care of everything. - The luxury of being picked up door-to-door. A gift for everyone in the group…and MORE! PRIVATE TOURS AVAILABLE. RUNS WED-SUNDAYS, YEAR ROUND FOR 2 TO 100 GUESTS PER DAY. SINGLE TRAVELERS ALSO WELCOME.
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  • 6 hours
  • Free Cancellation
from
$246
Likely to Sell Out
Premium Valle de Guadalupe Wine and Food Tour
5.0
(116)

Premium Valle de Guadalupe Wine and Food Tour

Travel like a local through Valle de Guadalupe, Mexico's celebrated wine country. Start off with some tasty local tacos in Rosarito before we travel down the Baja coast in a private van with cold beers and water at the ready. Sample delicious reds, whites, and rosé wines at three renowned boutique vineyards, as well as farm-to-table dishes at a premier Valle restaurant. Note: At least eight passengers are needed to run the tour.
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  • 10 to 12 hours
  • Free Cancellation
from
$259
San Diego to Temecula: Wine Country Tour & Historic Old Town
4.9
(85)

San Diego to Temecula: Wine Country Tour & Historic Old Town

Enjoy a day in wine country outside San Diego in Temecula. Your small group is chauffeured to Old Town from San Diego to start the day exploring the quaint town and its shops and galleries. From there, enjoy lunch and a tasting at a winery. After your picnic, tour more wineries, enjoying tastings, and learn about the wines as you go.
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  • 9 hours
  • Free Cancellation
from
$259
Likely to Sell Out
Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego
4.7
(26)

Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

San Diego has a great wine scene, and a fun way to explore it is to get there by riding in a motorcycle towncar. This is a private tour, great for family members, partners, and more. Wine tastings will be provided at each venue, and you can also choose to order food if you like (own expense). After this half day tour, the rest of the day is yours to do as you please.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$165
Valle de Guadalupe Winery and Vineyard Tour from San Diego
4.0
(6)

Valle de Guadalupe Winery and Vineyard Tour from San Diego

Visit the Mexican wine country of Valle de Guadalupe on this 9-hour tour from San Diego. Located north of Ensenada on the Baja Peninsula, the wine region is gaining acclaim and popularity from those in the know. This tour takes you across the border so you can visit three wineries, taste the wines, enjoy a behind-the-scenes look at winemaking here, stop for a food tasting, and enjoy a hacienda-style lunch overlooking the valley. A guide accompanies you throughout the tour.
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  • 9 hours
  • Free Cancellation
from
$239
Pacific Beach Bar Tour in San Diego
5.0
(2)

Pacific Beach Bar Tour in San Diego

Hit the bars in Pacific Beach with a fun loving group when you book this group bar tour in San Diego. You’ll have plenty of friends ready to party with you. Your guide will take you to some of the best bars in the area, and you’ll get exclusive discounts on drinks at each location. Have a great night out with a group of fun adults.
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  • 4 hours 30 minutes
  • Free Cancellation
from
$33
Temecula Wine Country Tour from San Diego
5.0
(3)

Temecula Wine Country Tour from San Diego

Sip on some of the best wines in the San Diego area—without worrying about a designated driver—during this journey through Temecula wine country. Taste the best vintages from three local wineries, learning about the area’s unique microclimates and how they contribute to the wines’ flavors and tasting notes. You’ll also get to go behind the scenes at one stop, deepening your winemaking and tasting experience.
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  • 6 to 7 hours
  • Free Cancellation
from
$279
Grand Mexico Wine Country Tour from San Diego
5.0
(1)

Grand Mexico Wine Country Tour from San Diego

Delight in Mexico’s fine wine and food on an intimate wine country tour that takes you across the border from San Diego. Travel to Baja California and visit the wine country hub of Valle de Guadalupe escorted by a local guide. Visit various local vineyards and experience exquisite wine tasting, gourmet cheese tasting, and a Mexican buffet all included. Discover why this area has long been renowned for its locally grown wine and produce. Round off your day gazing out from a terrace with stunning views over the Pacific Ocean.
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  • 7 to 9 hours
  • Free Cancellation
from
$255
Luxury Private Wine Tasting Tour to Guadalupe Valley from San Diego
5.0
(152)

Luxury Private Wine Tasting Tour to Guadalupe Valley from San Diego

Taste your way through the Guadalupe Valley wine country with this tour from San Diego. You'll meet three different wine producers, learn about how wine is produced, and sit down for an included lunch at Finca Altozano, and sample plenty of locally produced wine, all with a private driver/guide so that you can drink responsibly.
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  • 10 hours
  • Free Cancellation
from
$269
Likely to Sell Out
Valle de Guadalupe Wine Tour
4.9
(33)

Valle de Guadalupe Wine Tour

Sample the many flavors of Valle de Guadalupe in Mexico with this full-day wine and dine tour. Get picked up at your hotel or the address of your choice and set out on a small-group excursion in the Baja wine region. Visit several wineries and taste a variety of wines, plus different cheese and snacks as well. Skip the hassle of driving and enjoy a full day exploring wine country.
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  • 8 to 10 hours
  • Free Cancellation
from
$249
Private Sidecar Winery Tour through San Diego

Private Sidecar Winery Tour through San Diego

Date nights can be tough to plan sometimes. We have always loved visiting wine country, tasting its rich history, and enjoying the freedom of the backroads on a motorcycle. We figured why not give someone else the opportunity to experience all of the things we love in a new way! So, we decided to modify the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only tandem sidecars, which is one of the things that makes us so special. Our goal is to give winery goers a unique, fun, and intimate way to get to know this beautiful wine region with our knowledgeable drivers. We don’t want to be just another mode of transportation between wineries. We want to immerse our guests in San Diego's culture, history, and how it became what it is today.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$215
All-Inclusive Private Wine Tour in Baja
5.0
(3)

All-Inclusive Private Wine Tour in Baja

This is an all-inclusive private luxury day trip to Mexico's Valle de Guadalupe. The top wine destination in Mexico. The region grows everything from Syrah to Tempranillo. This wonderful valley has been dubbed "The Napa of Mexico". When taking this tour, you will not have to wait in the long border line! I have a special entry pass and crossing the border should take no more than 20 minutes! If you have Global Entry or SENTRI, please let me know!
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  • 10 hours
from
$689
Valle de Guadalupe Private Driver and Vehicle 10 hours

Valle de Guadalupe Private Driver and Vehicle 10 hours

Pickups available on Mexico side of the San Ysidro border, Rosarito, Puerto Nuevo, La Mision, Ensenada, and Valle de Guadalupe. Your Private Valle de Guadalupe tour includes 10 hours of useable service with us. We can also create an itinerary and make all necessary reservations for your group if you require for an additional fee. You will visit unique and beautiful wineries along with lunch at one of the top restaurants in Valle de Guadalupe. Consumption of food and drink will be paid by you and is NOT INCLUDED. We are THE ORIGINAL COMPANY to specialize in tours to Valle de Guadalupe. Do not be fooled by imitators. There is a reason we rank so high and have so many outstanding reviews. Come experience Valle de Guadalupe in the best hands possible.
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  • 8 to 10 hours
from
$675
per group
San Diego >>Valley of Guadalupe/four fours/sky vineyard
4.4
(10)

San Diego >>Valley of Guadalupe/four fours/sky vineyard

Enjoy views of Rosarito and a fun night out at Papas & Beer Beach Club without worrying about who's driving on this private door-to-door tour. Your personal driver will take you into town and show you the highlights including the beach, craft market, Cristo del Sagrado Corazón statue and Puerto Nuevo (Baja's lobster capital), with free time to eat, drink and buy.
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  • 10 hours
from
$150
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