San Diego isn’t just about beaches and sunshine; it’s a city that thrives on its craft beer scene, historic neighborhoods, and scenic water adventures. Whether you want to sip wine while watching the sun set over the harbor or dance your night away in the lively Gaslamp Quarter, San Diego offers a diverse array of drinking tours that highlight its local flavor. We love $1 for its elegant blend of scenery, wildlife, and wine, and the Paddle Pub Party Cruise for its fun pedal-powered party vibe. Each experience provides a different way to enjoy the city’s lively drinking culture — with plenty of opportunities to explore San Diego’s maritime charm or its buzzing craft breweries.
Quick Overview
Our list includes water-based sunset and afternoon sails, pub crawls through historic neighborhoods, craft beer tours, and interactive bar experiences. Some tours focus on unique vintage boats, like the Sunset Sail, offering spectacular sunset views and wildlife sightings, while others such as the Gaslamp Bar Crawl deliver party atmospheres in downtown San Diego. For beer lovers, options like the Brewery Tour with Tastings and the Hidden Gems Beer Tasting Tour provide delicious tastings and insider access. Whatever your style, there’s a San Diego drinking tour waiting for you.
1. Sunset Sail On A Charming Vintage Yacht – Beer & Wine Included
At number 1, this all-inclusive sunset cruise offers a luxurious way to enjoy San Diego’s skyline. For around $125, you’ll hop aboard a hand-restored 1904-style sailboat and cruise past landmarks like the USS Midway, Coronado Bridge, and the Maritime Museum. The small group size ensures a personal experience, with wine, beer, and light snacks provided. As the boat gently rocks, you’ll snap photos of the stunning sunset and watch for dolphins and sea lions. The captain’s extensive local knowledge makes it especially special—guests frequently comment on how seamless and relaxing the trip is, with one noting, “The captain is a wealth of knowledge.” It’s perfect for couples or anyone seeking a romantic, scenic escape with drinks included.
Bottom Line: An elegant way to toast the sunset with beautiful views, wildlife, and historic sights. Ideal for a romantic or special occasion.
2. Afternoon Sail On A Charming Vintage Yacht Beer & Wine Included
Positioned just behind the sunset cruise in popularity, this afternoon sail for $115 offers a more relaxed, daytime alternative. Similar in style, the replica 1904 yacht provides a vintage vibe as you cruise past San Diego’s shoreline, including Seaport Village and the USS Midway. With the captain handling navigation, you can simply enjoy the scenic water views, snacks, and drinks—no sailing experience needed. Many reviewers highlight the friendly captain Phillip, who is praised as “incredible,” with his knowledge making the trip engaging. This tour is perfect if you enjoy history, architecture, or just relaxing on the water during daylight hours.
Bottom Line: A chilled, scenic way to enjoy the harbor with vintage charm, making it ideal for families, couples, or solo travelers looking for a memorable daytime outing.
3. Paddle Pub San Diego Party Cruise: Drinks & Dancing for up to 26
For the energetic, the Paddle Pub offers a pedal-powered party boat in Mission Bay. Capable of holding 26 people, it combines drinks, dancing, and socializing in a lively setting. For just $49.95, you get a 1.5-hour cruise with snacks, soft drinks, and the chance to pedal your way around the bay. The boat is equipped with a powerful sound system and party lighting, making it a hit for birthdays, bachelor/bachelorette parties, or just a fun day with friends. Reviewers love the vibrant atmosphere, describing it as “endless fun.” Just be prepared to pedal and dance your way through the cruise.
Bottom Line: Perfect for groups who want active fun with drinks and music, especially if you like to make your own party on the water.
4. San Diego Small-Group Gaslamp History Tour Pub Crawl
This pub crawl is a fan favorite for those who want to combine drinks with local stories. For just $30, you’ll visit 4 historic pubs in the Gaslamp Quarter, where an expert guide shares little-known tales of San Diego’s past. It’s a great way to learn about the city’s early days as a military outpost and port—while sampling local craft beers. The small group size ensures a personalized experience, making it perfect for travelers who enjoy history, culture, and social drinking. Guests rave about the guide’s knowledge and the “seamless, fun experience.”
Bottom Line: A lively, educational pub crawl suited for those who want to combine history and a good drink in a friendly setting.
5. San Diego: Brewery Tour with Tastings and Food Pairings
This beer tour is a must for beer lovers, exploring North Park’s top craft breweries. Over 3 hours, you’ll visit 3-4 breweries, sampling a variety of beer styles and learning about brewing techniques from local brewers. What makes this one stand out is the food pairing experience, where you’ll enjoy snacks that complement each beer. Guests appreciate the insider access and the chance to see how craft beer is made. The tour’s value is high considering the multiple tastings and guided insight—especially for the $85 price tag.
Bottom Line: An engaging tour for those who want to drink, learn, and taste in one of America’s top beer neighborhoods.
6. Shared 6 Hours Tijuana Taco and Craft Beer Tour
In sixth place, this border-crossing experience combines Tijuana’s vibrant craft beer scene with local tacos. For $130, you spend 6 hours exploring three different breweries and tasting various beers. Guided by a local, you’ll visit Azteca Craft Brewing, Border Psycho Brewery, and Teorema/Ludica Co-Tasting Room. Many reviewers praise the smooth border crossing and “once-in-a-lifetime” feeling of sampling authentic Mexican craft beers. It’s perfect for travelers wanting a cultural and culinary adventure—with the added bonus of tacos and local flavor.
Bottom Line: Ideal for those who love beer, culture, and a bit of border adventure.
7. Drink, Ride, Sing and Dance Bar Tour
This lively bar tour in the Gaslamp Quarter is perfect for a night of fun, karaoke, and dancing. For just $33, you visit 4 bars, each with its own attraction—karaoke, mechanical bull, live music, and more. With discounted drinks and a 4.5-hour schedule, it’s great for night owls and party-goers. Reviewers mention “great time with a friendly guide,” highlighting the easy pace and lively atmosphere. It’s best suited for socially inclined travelers looking to make new friends and enjoy San Diego’s nightlife.
Bottom Line: A spirited, interactive way to experience downtown San Diego’s vibrant bar scene.
8. Little Italy Booze and Bar Bites
For those who enjoy food, drinks, and neighborhood charm, this Little Italy tour is a tasty exploration of 4 local eateries, lounges, and cafes. For $85, the 3-hour walk includes beer, cocktails, and bites at each stop, with a guide explaining the neighborhood’s storied past. It’s perfect if you appreciate culinary diversity and want to experience authentic Italian-American culture. Reviewers love the variety of tastings and the insider tips.
Bottom Line: Best for foodies wanting a delicious, cultural walk through one of San Diego’s most beloved neighborhoods.
9. History Tour Pub Crawl of Famous Gaslamp Quarter
This pub crawl focuses on San Diego’s history with craft beer. For $30, you visit several historic pubs while an expert guide shares fascinating stories of the city’s past. The tour emphasizes local beers, making it a great choice for history buffs and beer fans alike. Guests note the informative storytelling and friendly atmosphere. It’s a relaxed way to learn and drink your way through the city’s most historic district.
Bottom Line: A perfect blend of culture, history, and local brews for curious travelers.
10. Private San Diego Beer Tasting Tour
This private beer tour offers customized visits to 2-4 breweries of your choice, with flexible timing. For $49, you get a personalized experience riding around San Diego’s world-renowned craft beer scene. The tour is perfect for beer aficionados wanting to explore specific styles or breweries. Many reviewers appreciate the tailored itinerary and the safe driving—you drink, they drive. It’s great for groups or couples who want an intimate, flexible experience.
Bottom Line: Ideal for those wanting a bespoke craft beer adventure without the hassle of planning.
11. Mission Bay San Diego: Paddle Pub Party Cruise
Another paddleboard-style party cruise, the Mission Bay Paddle Pub is perfect for small groups looking for a quick, fun outing. For $55, it’s a 1.5-hour BYOB cruise where you can pedal, dance, and chat while enjoying beautiful waterfront views. Reviewers mention the excitement of a party on the water and the stunning scenery. It’s best suited for easygoing groups wanting a casual, active experience.
Bottom Line: A lively, social cruise for active groups with a love of water-based fun.
12. Hidden Gems Beer Tasting Tour
This beer walking tour takes you to three tucked-away breweries, sampling 8 distinct beers ranging from lagers to IPAs. For $85, you’ll pour your own pint at one stop and enjoy a taco with your second. Guides are praised for their local knowledge and the small group size makes it easy to ask questions. It’s perfect for craft beer enthusiasts eager to discover lesser-known breweries.
Bottom Line: Excellent for beer explorers wanting authentic, off-the-beaten-path tastings.
13. Pacific Beach Bar Tour in San Diego
The Pacific Beach Bar Tour is a 4.5-hour party in one of San Diego’s most vibrant beach neighborhoods. For $33, you’ll visit several bars with exclusive discounts. It’s a relaxed, social experience, perfect for beach lovers and night owls. Reviewers mention the friendly guides and upbeat atmosphere, making it ideal for group fun.
Bottom Line: A great way to enjoy beachside nightlife with friends.
14. San Diego: Downtown Bar Crawl Party Pass
This downtown bar crawl is a budget-friendly way to hit top nightlife spots. For just $23, you get free shots, drink specials, and no cover at popular venues like Whiskey Girl and Cielo Rooftop. It’s perfect for travelers who want a low-key, lively night without breaking the bank.
Bottom Line: A wallet-friendly option for experiencing San Diego’s nightlife scene.
$23 per person
15. Baja Craft Beer Hop from San Diego
For the border-crossing beer lover, this Baja Craft Beer Hop tour offers 7-hour exploration of Tijuana’s craft beer scene. Priced at $187.74, it combines shopping, sightseeing, and beer tasting at three breweries. Reviewers mention how well-organized the border crossing is and the authentic flavor of Mexican brews, making it an excellent choice for beer connoisseurs wanting to expand their palate.
Bottom Line: An ideal trip for border-crossing enthusiasts and beer explorers wanting more than just San Diego.
$187.74 per person
16. Gaslamp Bar Crawl
The $1 offers a 2-4 hour tour of San Diego’s most lively nightlife district. For $20, you’ll visit curated bars with signature drinks and unique vibes. The tour is perfect for short nightlife adventures and groups seeking a fun, social atmosphere. One review simply states “great time,” highlighting the easy pace and lively venues.
Bottom Line: Perfect for anyone wanting a quick, energetic night in San Diego’s historic core.
$20.00 per person
How to Choose the Perfect Drinking Tour
When selecting among these options, consider your budget, interests, and time available. For a romantic, scenic experience, the Sunset Sail is hard to beat. If craft beer is your passion, the Brewery Tour and the Hidden Gems provide local insight and unique tastings. For those craving nightlife, the Gaslamp Pub Crawl and the Downtown Bar Crawl are lively options. And for water-based fun, the Paddle Pub and Mission Bay Paddle Pub offer active social experiences.
Booking early is recommended, especially for popular tours like the sunset sail or private beer tastings. Always check weather conditions and make sure your schedule matches the tour’s duration—some tours, like the border crossing or evening pub crawls, work best with flexible plans.
San Diego offers a wide range of drinking experiences, from relaxing sails with stunning views to lively pub crawls and craft beer adventures. Whether you’re seeking a romantic evening, a group party, or an educational tasting, you’ll find a tour that fits your style. Now’s the time to pick your favorite, book early, and get ready to enjoy the best of San Diego’s vibrant drinking scene.