Top San Diego Cruises & Sailing

Enjoy a San Diego sunset cruise from Mission Bay as the sun sets behind the Pacific Ocean’s horizon, painting the coastal waters in golden hues. Catch views of SeaWorld and incredible view of the Ocean Beach Pier. Unwind with a drink, snap some memorable photos with loved ones on the deck, and soak up the relaxing vibe with soft music in the background. It’s the perfect way to wind down and savor California’s laid-back charm.

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 Pacific Ocean and looking for animals in just 10 minutes. Expert Guides and Naturalists on board help you spot whales and dolphins and learn about their lives in the deep blue sea.

Elevate your sightseeing experiences in San Diego with this luxury whale- and dolphin-watching cruise. Instead of doing any research, enjoy having a crew to take you to places known for their whale and dolphin sightings. The luxury vessel is air-conditioned with indoor seating, as well as a restroom and stabilizers to ensure a smooth and comfortable ride.

Go on a whale-watching expedition in San Diego on a half-day cruise. Get the scoop from a guide who studies the migratory patterns of whales as you keep a lookout for the majestic marine mammals, as well as dolphins, turtles, and more. The yacht offers 360-degree views of the ocean and both indoor and outdoor viewing decks, for an all-round comfortable experience.

Set sail at one of the best times of day—sunset—during this San Diego Bay cruise. Board a comfortable sailing yacht and cruise along San Diego's coastline, taking in views of the scenic waterfront, military vessels, and historical landmarks. Catch sight of marine life and enjoy spectacular photo ops. Gorgeous sunset views and comfortable bean bag seating makes this tour a great choice for travelers celebrating a special occasion.

Experience the beauty of the San Diego coastline on a peaceful sunset sailing tour, avoiding the crowds at popular viewing spots. Relax aboard your vessel as you take in stunning sunset views, along with possible sightings of dolphins, vibrant seabirds, and sea lions. Along the way, enjoy scenic views of the Coronado Bridge, Point Loma, and San Diego Bay.

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.

Go sightseeing on the waters of San Diego Bay during this cruise that provides a delicious seated brunch of seasonal dishes accompanied by unlimited Champagne, mimosas, and sparkling cider. After enjoying a lavish plated brunch dish, stay at your private table or head outside to the open air for sunshine and sightseeing.

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.

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.

Enjoy a sailing adventure on a Catalina-style sailboat with just six people aboard for a comfortable, small-group experience (or, find five friends and fill up the whole boat). Sail in San Diego Harbor, and look out for top city attractions, from Coronado to the USS Midway. Sit back and relax, and enjoy the views, all while enjoying complimentary beer, hard seltzer, non-alcoholic beverages, and snacks.

Swap city sightseeing for some time on the water with this exciting whale-watching cruise. Avoid the guesswork when trying to figure out where to spot whales, and let the experienced crew take you directly to places known for sightings. As well as whales, you may spot sea lions, sea birds, and sometimes dolphins—with commentary from the naturalist guides who can share plenty of facts about marine life.

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.

You will check-in 30 minutes before the time of departure. 15 minutes before departure we will escort you down to the boat. We will cruise for 2.5-3 hours looking for whales, dolphins, sea lions, and other life. If the weather doesn't permit leaving the bay, then we will spend most of our time cruising around Mission Bay enjoying being on the water.

Experience San Diego Bay the way it was meant to be seen, from the water on a private yacht. A dedicated captain handles the navigation so your group can sit back, relax, and enjoy the sights and sounds of the bay, from the USS Midway to Seaport Village and harbor seal hideouts. With room for up to six passengers, it's a great value for families, special occasions, and small groups.

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.

Admire views of San Diego that many other visitors miss—and help keep your sightseeing personal—on this small-group sailing excursion that's timed for sunset. Travel aboard a Catalina–style sailboat, and soak up the peaceful ambiance, plus a photo-worthy perspective on the city skyline, Old Point Loma Lighthouse, Coronado Island, and other highlights. Along the way, enjoy beer, soft drinks, and snacks, plus blankets in case you get cold.

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your hair, the sun on your skin, and the pure exhilaration of sailing. Explore hidden gems, soak in panoramic skyline views, and hear incredible stories from our expert guides. Whether you’re seeking excitement, relaxation, or unforgettable memories, this journey delivers it all. Don’t miss your chance to experience the magic of the ocean—book your adventure today!

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.

We are happy to introduce you to the 60-minute Glow Boat Experience on Electric boats, a romantic night date idea in San Diego Bay! The boat illuminate outside, and it is a lot of fun riding it after dark. To complete your experience, a stereo system will make your boat rock'n'roll. Electric Boat max capacity is up to 4 adults and 1 small child (4-5 years old). Max total weight is 650 lb. Our crew will guide everyone through San Diego Bay to ensure you feel safe and know where to go. On an average night, we have 3 Glow Electric boats and one boat with our safety crew. The ride will start at America's Cup Harbor, and after 10 minutes, you will find yourself in San Diego Bay with a beautiful Night view of Downtown. Listen to music, chat with your partner, and enjoy fantastic scenery! No experience is necessary to maneuver these electric boats; our crew will provide you with detailed instructions! You will stay dry all the time!

With this San Diego harbor cruise, you can check off views of a selection of San Diego’s most important monuments, without encountering crowds or traffic. Simply enjoy a stress-free sail through the water in a large catamaran, and benefit from a full bar on board, so you can purchase drinks along the way.

San Diego provides the perfect launching point for a whale-watching tour in California. Cruise on the Pacific Ocean in a sturdy boat with a professional crew, looking for gray whales as they migrate along the coast of North America. Dolphins, seals and seabirds are often spotted during this whale-watching tour and the crew provides informative commentary about the marine animals and environment. Bonus: if the crew does not find any whales during your cruise, you receive a complimentary ticket for another trip.

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.