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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharing hidden stories, hands-on sailing, wildlife encounters, and unforgettable vistas of San Diego Bay. Participate or sit back and enjoy breathtaking sunset views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military vessels. Watch for playful sea lions, dolphins, pelicans, and maybe even a whale. Look to the skies for pelicans, ospreys, and other marine birds. 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. Feel free to bring easy to handle snacks and drinks. Food and drink are not included. Free cancellation, 100% refund up to 24 hours before your reservation.

Sail the lovely waters off San Diego in style on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing sights like Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.

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.

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.

Make the most of limited time in San Diego by combining two experiences in one—a food–themed walking tour and a trip to Coronado Island. Led by a guide, discover local eateries and foodie hot spots you might miss otherwise—such as an award-winning taco shop and bites at a fish market. Conveniently, round-trip ferry transfers to Coronado Island are included, as well as all your food tastings along the way.

Watch the sunset over San Diego and admire the city and ocean views during a small-group cruise on a classic 1904-styled sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and the USS Midway. Look out for sea lions, dolphins, and other wildlife around San Diego Harbor while relaxing and sipping on the provided wine, beer, or non-alcoholic drinks.

On this experience, relax in style aboard a luxury dinner cruise. Enjoy panoramic views from the boat's deck and take your time over a gourmet, 3-course meal, as you cruise past twinkling city lights that ring San Diego Bay. Listen to an entertaining DJ play music and enjoy an unforgettable evening, or celebrate a birthday, anniversary or another special occasion.

What makes this experience truly unique is the combination of refined European luxury and a relaxed, intimate atmosphere. You will be sailing aboard a beautifully crafted French yacht, designed for comfort, performance, and elegance, and reserved exclusively for your small private group. With fewer guests on board, there is plenty of space to unwind, move freely around the deck, and enjoy a more personal, unrushed experience on the water. Your captain, Dylan, is friendly, knowledgeable, and passionate about sailing the San Diego Bay. He creates an easygoing, welcoming atmosphere while maintaining professional seamanship and attentive hospitality. Whether you would like to learn about sailing, take the helm, relax with a glass of wine, or celebrate a special occasion, the experience is tailored to your group. Every sail is unhurried, personal, and designed to feel less like a tour and more like having your own private yacht for the day.

Relax in the sun aboard a catamaran in San Diego Bay on this small group sailing excursion. Your captain will welcome you aboard with beer, wine, and soft drinks. You can relax, sunbathe, look at the sea life, and help sail if you like. You’ll also be keeping costs down with this small group tour.