Top San Diego Cruises & Sailing

Take an evening cruise wining and dining aboard the ‘Spirit of San Diego,’ enjoying top-notch food and drink, plus sparkling skyline views during this San Diego dinner cruise. Dig into your included gourmet meal, accompanied by a complimentary cocktail and live on-board entertainment, as you cruise 25-miles worth of California’s beautiful coastline and gaze at the twinkling stars above. You can also upgrade your cruise to include an unlimited open bar for an additional price.

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.

Cruise the coastal waters off San Diego during the sunset on this evening boat trip. Take in epic views of the sun sinking behind the Pacific Ocean's horizon and snap photos of loved ones on the boat's deck. Listen to relaxing music and sip drinks from the open bar to round out the laid-back California ambiance.

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.

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.

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.

Encounter some of Earth's most magnificent creatures on a 3-hour whale-watching cruise in San Diego. The voyage departs right from Mission Bay, so you’ll be out into the open ocean and looking for animals in just 10 short minutes. Marine biologists onboard help you spot whales and dolphins and learn about their life in the deep blue sea.

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.

Zoom around the waters of San Diego Bay on a jet boat ride that provides speed, splashes, and spins. As you race through the scenic waterway, your captain points out landmarks including the USS Midway, Coronado Island, Seaport Village, the Embarcadero, and the city skyline. Hang on as your captain takes your boat into power slides, 360-degree spins and other thrilling maneuvers—a high-octane twist on sightseeing in San Diego.

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.

Enjoy a sailing adventure on a Catalina-style sailboat with just six people for a comfortable, semi-private experience (or, find five friends and fill up the whole boat). Sail in San Diego Harbor during the day. Sit back and relax to enjoy the water views while enjoying complimentary beer, soft drinks and snacks.

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.

Sail into the setting sun aboard a Catalina style sailboat during this intimate cruise with a small group. Feel like you have the ship all to yourself on this trip that’s limited to just 6 total guests, watching as the last rays of the sun drop into the glistening waves. Enjoy the included beer, soft drinks and snacks during the ride, as well as jackets and wind gear in case you get cold. You can even plug in your own music to add to the fun. Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time.

Watch the sun set over San Diego during an all-inclusive small-group cruise aboard a classic sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and USS Midway, and look for sea lions, dolphins, and other wildlife around San Diego Harbor on the 2.5-hour cruise.

Sail out into the San Diego Bay and take in great views of the city's skyline with this small-group tour aboard a 34-foot Catalina sailboat led by a local captain. You can choose from morning, afternoon, or evening departures and you will be welcome to bring your own drinks on board.

Make the most of your weekend with a 2-hour brunch cruise through San Diego Bay. Capture prime views of the city skyline and harbor from a luxury yacht, and round out your morning bliss with bottomless mimosas and our brunch menu service includes breakfast favorites, vegetarian options, and so much more. Indoor seating. Listen to our live entertainment as the attentive crew constantly top off your glass. Shouldn’t weekends always be like this?

See San Diego’s sights by land and water on a 1.5-hour SEAL tour independent shore excursion, and explore this picturesque port of call in an amphibious vehicle. Listen to stories that bring San Diego’s history to life as you travel along the water’s edge, then steer straight into San Diego Bay. Take in sweeping views of SeaWorld, watch for the seals and sea lions that play, eat and bask at Quivira Basin and return to your ship along the scenic Harbor Drive.

Explore San Diego at your own pace with a full-day ticket to ride a hop-on, hop-off trolley through the city. Simply board the trolley at your cruise ship’s port of call and visit historic landmarks and vibrant neighborhoods at eleven centrally-located stops. Get a glimpse of California’s past in Old Town then see the magnificent ships that moor at the bustling waterfront; grab a spot on a beach to watch surfers catch breaking waves, and try to spot the famous ghost at the elegant Hotel del Coronado.

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.

A boat ride in San Diego Bay offers the perfect vantage point from which to view the city’s Skyline. This luxury sailing adventure on a 40-foot yacht lets visitors take in the sights in comfort and privacy, the perfect activity for those seeking an extra special addition to their San Diego trip.

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.

Get the best chance of seeing whales and dolphins on a private boat tour. Your party will have the run of the boat, including an enclosed cabin, an observation tower, and a restroom. Your experienced USCG-certified captain knows the best places to spot wildlife and will provide engaging commentary on the local marine ecosystem.