Top San Diego Seasonal & Special Occasions

Spend an evening gourmet wining and dining aboard the ‘Spirit of San Diego,’ enjoying top-notch food and drink while you soak up skyline views. During this San Diego dinner cruise, you sip a complimentary cocktail and enjoy live on-board entertainment as you cruise 25 miles of California’s coastline and gaze at the stars above.

The Gondola Company is your Passport to Italy. Indulge in all the magic and tradition of Venice right here in San Diego as you gently cruise in a private gondola through the enchanting canals of the Coronado Cays. Whether it’s a relaxing journey or a romantic adventure, each cruise is A Truly Memorable Experience.

Book this small group tour to get out on the San Diego Bay on a comfortable Catamaran at sunset. Your captain will make sure you are comfy with a glass of white wine, beer, and soft drinks onboard. Just relax as you sail along with your small group, checking out the San Diego skyline while looking out for friendly sea lions and sometimes dolphins.

Petco Park is known for being the home of the baseball team the San Diego Padres and this behind-the-scenes tour gives you access to areas of the park that you wouldn't be able to get if just visiting to watch a game. See exclusive areas such as the Press Box, the Private Luxury Suite, and the Major League Dugout, and learn about past players as your walk past the Hall of Fame areas.

Explore La Jolla Ecological Reserve's sea caves during a 90-minute kayaking tour. Follow your experienced guide through several diverse ecological habitats, home to one of the highest concentrations of sea life in California. Paddle toward the Seven Sea Caves, where you can get stunning views from inside Emerald Cave, the only north-facing cave in the state (conditions permitting). Explore a giant kelp forest inhabited by wildlife like harbor seals and sea lions. Use of all kayaking equipment is included; no kayaking experience is necessary.

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.

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or sit back and enjoy breathtaking views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military vessels and your local Captain shares his knowledge of sailing and San Diego. We invite you to celebrate a special occasion with your partner, family or group and capture the moments in breathtaking photos. No sailing experience is needed for this family-friendly outing, but participation is welcome. We love sharing our knowledge and experience. Choose a public or private tour option when you book. Snacks and bottled water included. Feel free to bring your own easy to handle alcoholic/non-alcoholic beverages and snacks. Free cancellation, 100% refund up to 24 hours before your reservation.

Set sail on the San Diego Harbor without spending a fortune on this dreamy small-group sailing tour. Climb aboard a replica 1904 yacht that's unlike any other in San Diego, and enjoy several hours of cruising the bay and harbor, from Seaport Village past the USS Midway Museum and other shoreline attractions. No sailing experience is required, as a captain handles the navigation so you can enjoy the voyage.

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.

Skip the crowded cruise ships and watch the sunset over San Diego Bay from the water on your very own private yacht instead. With just your party on board, enjoy unobstructed panoramic views as you pass by Coronado Bridge, Sunset Cliffs Natural Park, Shelter Island, and more. Travel further out into the bay and admire the changing faces of San Diego, from city skyscrapers and busy marinas to natural parklands and rugged sea cliffs.

Go whale watching from San Diego aboard a replica of a historic sailing schooner that won the world’s first America’s Cup sailing competition in 1851. Throughout your cruise, your expert guide shares informative commentary about gray whales, dolphins, and other marine animals, along with details about the US Navy sites you pass as you head out on the Pacific Ocean.

California is where some of the US’s best wines are grown. Avoid the hassle of self-driving and set out on a guided tour to several San Diego vineyards that includes comfortable transportation by an expert driver. Enjoy a behind-the-scenes tour of several establishments and sample some of the region’s most popular vintages before stopping for an included dinner at a local winery.

We are a small charter company we offer a personal experience that is flexible to our guests needs. Sailing Is our specialty, we always try to sail, shut down the engine and sail by wind power. When sailing is slow, and our patients runs thin we will use our engine to make the time you spend with us a pleasurable experience.

Experience the ultimate party on the water with Paddle Pub San Diego! Our 26-passenger, pedal-powered pontoon boat is designed for endless fun and excitement. With a powerful sound system, 12 pedaling stations, a spacious sundeck, and vibrant party lighting, you and your friends are in for an unforgettable adventure. Mission Bay, just north of San Diego, offers stunning views and a lively atmosphere. Pack a cooler with your favorite snacks and drinks, and pedal your way around the beautiful lagoon. After the cruise, explore the iconic Mission Beach. Set sail with Paddle Pub and discover what sets us apart from other boat tours—a unique blend of fun, fitness, and scenic beauty!

For 7 to 14 people. Enjoy a unique family-style gondola cruise through the scenic canals and waterways of Coronado Cays. This 50-minute journey accommodates up to 14 passengers, making it perfect for groups seeking a relaxing and memorable experience on the water. Select wines, non-alcoholic beverages, and assorted chocolates are available for purchase to enhance your cruise. Reservations are required, ensuring a tailored experience for your group. - 50-minute gondola cruise through Coronado Cays canals - Perfect for groups of up to 14 passengers - Optional purchases include wines and chocolates - Reservations required For 7 people minimum up to 14 passengers. Small groups of 2 to 6 passengers should book the "Gondola Cruise through the Coronado Cays" package.

Sip, Savor, and Explore Temecula Wine Country Departing from Pacific Beach, this full-day private wine tour offers a relaxing escape to Temecula Valley. With tiered pricing, the more in your group, the lower the per-person rate—ideal for couples, friends, or small groups. Pickup is available from your hotel or rental in Pacific Beach, or meet us at Capehart (Soledad) Dog Park: Soledad Mountain Rd & Felspar St, San Diego, CA 92109. This is a public lot we don’t manage—parking may be limited; rideshare is recommended. Begin with free time in Old Town Temecula for coffee or shopping. Then enjoy tastings and a guided production tour at Somerset Vineyard & Winery, followed by tastings, charcuterie, and a wine cave tour at Oak Mountain Winery. Lunch is at Cougar Winery (Mon–Fri) or Bel Vino Winery (Sat). Meals and tastings not included. End with a final tasting at Callaway Winery, a sleek hilltop estate with panoramic views Let us handle the details for a smooth, scenic wine country day

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.

Meet some of the world's most exotic animals with your admission ticket to the renowned San Diego Zoo, one of California's top family-friendly attractions. More than 4,000 animals representing 800 species live in this state-of-the-art zoo, including some that are rarely seen at other zoos. Admire the animals and go in-depth during daily keeper talks. With mobile tickets, simply scan your phone for direct entry into the San Diego Zoo. Ticket must be redeemed on travel date selected. Tickets must be purchased at least one day prior to visit.

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, stunning vineyard views, and authentic Baja charm. Guests travel in style by BMW X1 (up to 4 people), XL SUV (5-8 people), or passenger van (up to 12 people) while enjoying curated tastings, boutique wineries, and the option to visit just wineries or pair their day with a Michelin-recognized lunch at Deckman’s en el Mogor, Finca Altozano, or Envero en el Valle. Perfect for romantic getaways, group celebrations, and serious food and wine lovers, this owner-curated Valle de Guadalupe wine tour delivers a personalized, seamless, and unforgettable Baja wine country experience.

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.

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.

Experience the best wines of the San Diego area without worrying about a designated driver on this tour through Temecula Wine Country. Visit three local wineries to taste their finest vintages while learning how the region’s unique microclimates influence flavor and tasting notes. At one winery, enjoy a behind-the-scenes tour to deepen your understanding of winemaking and enhance your tasting experience.

Take a trip through American naval history when you go for a self-led tour of the USS Midway Museum in San Diego, with the benefit of prebooked admission tickets. This enormous ship, the longest-serving aircraft carrier of the 20th century, now offers a range of interactive exhibits, an audio tour, and numerous restored aircraft across its 4 acres (1.6 hectares). It’s an essential piece of the country's military history.

Check out four of San Diego’s nightclubs with a guided tour, so the planning is done for you, and you just get to have fun and make some new friends and memories. Your guides will take you to The Onyx Room, Syrah Wine Parlor, Whiskey Girl, and Parq Nightclub, and entry is included in the price. Soak up the ambience and have a great night.