Top San Diego Holidays

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.

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.

Get ready for a bar-hopping adventure like no other as we celebrate in the heart of downtown San Diego! This is your chance to experience the best nightlife the city has to offer, with a curated lineup of vibrant venues and unforgettable experiences. Gather your friends and get ready to kick off the long weekend in style. We've handpicked the hottest bars in town, each offering unique vibes, signature drinks, and a lively atmosphere that will keep the party going all night long. Sip on creative cocktails and dance to the beats of top DJs as we begin the crawl at our first stop. Experience the electric energy and indulge in the incredible drink specials that will set the tone for an epic night of celebration. The fun continues as we hop from one buzzing venue to another, each offering its own distinct flavor and charm. Discover hidden gems, make new friends, and create memories that will last a lifetime.

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.

Have a ton of fun at San Diego’s Gaslamp quarter where you can meet new friends, have some drinks, and sing some karaoke. You’ll be taken to four bars tonight, all pre arranged for you so you don’t have to worry about that. You’ll have discounts on drinks at each venue, and check out some of the local favorites on this night tour.

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.

Discover San Diego’s highlight North Coast craft breweries—and enjoy a fun-filled and personalized way to explore—on this small-group, half-day tour. Following pickup, travel in a vintage VW Vanagon, with drinks and snacks provided. You’ll visit three area craft breweries, where you can indulge in a generous array of samples, relax, and learn more about the brewing process.

Explore the connection between San Diego, California and Tijuana, Mexico on an afternoon craft beer tour. Your guide eliminates the stress of navigating through each city on your own: Head straight to popular watering holes and hidden gems for complimentary beer tastings. A small group size ensures a tailored experience and the full attention of your guide.

Take a private boat trip out into the sunset with this private, romantic cruise. Your skipper will take you out into Mission Bay in a private boat, complete with its own observation tower for 360-degree views of your surroundings. Cheese and crackers will be provided and you are welcome to bring a bottle of wine on board.

Get an insider's knowledge on Mexico’s craft brew scene when you head to Baja from San Diego with this small group. You’ll meet your guide in the US, then cross the border together to eliminate any hassle. Then you’ll have private transport to several breweries where you’ll have plenty of tastings, lunch, and end up with some new friends, too.

Even through Little Italy has become a culinary phenomenon in past years, it retains its authentic and diverse charm, rooted in the traditions of the original Italian families who made it home. Sample the mix of traditional landmarks, craft breweries, and celebrity chef establishments on this fun and delicious walking tour of the area. Sample booze and bites at 4 local eateries, lounges, cafes, and taprooms with a local guide showing you the way.

Sip on some of the best wines in the San Diego area during this 6-hour visit to Temecula wine country. Taste the best vintages from 3 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 to help further your winemaking and tasting experience. All tastings, plus lunch, a guide and hotel pickup are also included.

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.

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.

Bring the magic of the season to life with a dinner cruise departing from San Diego. With cruises featuring festive décor and a delicious meal, celebrating Christmas on the San Diego Bay with your friends and family will keep your holiday merry and bright!

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.

On The Gaslamp History Tour Pub Crawl you'll visit 4 historic pubs in San Diego's famous Gaslamp Quarter with an expert guide who will share unknown stories of San Diego while you enjoy local craft beer and the company of fellow travelers from around the globe. You'll learn the hidden history of San Diego from the city's early days as a sleepy military outpost to its rise as a major port. You'll hear stories of conquistadors, bootleggers, aviation pioneers, and much more. The Gaslamp History Tour Pub Crawl lasts 2 hours and 15 minutes and begins at the 400 5th St. Come laugh and learn over some beer. Cheers!

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.

This Mother’s Day, create family memories that will be treasured forever with an amazing day on the water! Treat the mom in your life to a special Mother's Day Premier Brunch Cruise on the San Diego Bay. While onboard, your family will enjoy a chef-inspired buffet with a selection of wine, champagne, and classic cocktails. Celebrate with drinks and dining from our climate-controlled interior, or soak in the picturesque backdrop of San Diego’s skyline from our outdoor decks. Start a new tradition the whole family will enjoy and celebrate Mother’s Day on the water!

- We are knowledgable of the area because we live in Ensenada. We know places, their owners are our friends, and we want to grow together. -Aromas, flavors and wine country landscapes with a Mexican accent. - Knowledgable, professional guides who really care about your experience in Mexico. - Quality wines and outstanding food. - Optional nature hike along a narrow riverbed and viewing point. - Important, YOU DON´T HAVE TO DRIVE so you can relax and enjoy the scenery, food and wine without complications.

Our wine walking tour is a fantastic way to explore Downtown's most dynamic neighborhood and discover some of its hidden gems while sipping on delicious wines. There are several things that are unique to our tours: First and foremost, the wine selection is key. Our wine walking tour features a variety of high-quality, unique wines that showcase the best of the region. Secondly, our tour guide is knowledgeable, enthusiastic, and passionate about wine. Our guide will be able to educate you on the different types of wine, the history of the region, and the production process. Thirdly, the locations we visit on our tour are diverse and interesting. Our wine walking tour takes you to some of the best wine bars, wine shops, and restaurants in the area. Finally, the atmosphere is super relaxed and convivial. Our tour is a fun and social experience, where you can meet new people and enjoy the company of friends.

San Diego has a great beer scene, and a fun way to explore it is by riding in a motorcycle sidecar. This is a private tour, great for family members, partners, and more. Helmets, goggles, blankets and safety gear will be provided, so know you’ll be in safe hands. After this tour, the rest of the day is yours to do as you please.

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!