Top San Diego Cruises & Sailing

Spend a few hours relaxing, sunbathing and sightseeing in the placid 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. Choose between 1 and 2 hour cruise options, offering you two trips to fit your schedule and interests.

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.

Go on a whale-watching expedition in San Diego on this 3-hour cruise. Get the scoop from a guide who studies the migratory patterns of grey whales as you keep a lookout for whales in the water. Board a 2-story yacht that gives you 360-degree views of the ocean. Plus, you're guaranteed to see whales or you get to ride again for free.

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 12 total guests, watching as the last rays of the sun drop into the glistening waves. Enjoy the included beer, wine, 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.

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 Wine makes this tour a great choice for couples or travelers celebrating a special occasion.

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.

Cruise around San Diego bay aboard an authentic 1992 America’s Cup racing yacht and travel at twice the speed of the average sailboat. The Stars and Stripes USA-11 is one of the fastest and best known America’s Cup racing yachts. It was designed and built to be raced in San Diego, and has been restored to pristine condition. Take a turn at the helm and join in grinding the winches to raise and trim the sails.

This is a personal tour from one to six passengers that is engaging and diverse tailored to the specific selected tour option(s) Both private and mixed tours are available.

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, wine, soft drinks and snacks.

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.

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sunset sailing boat charter and stretch out in the San Diego sunshine with a trusty skipper at the helm, A sunset sailing boat tour on San Diego Bay with Pacifica Sailing Charters is the perfect sailing experience for you and your guests. With over 20 years of boating on San Diego Bay and the waters surrounding the San Diego harbor, our sunset boat charters and sunset sailing boat tours are rated #1 on Google, Yelp, and TripAdvisor.

Enjoy Sunday in beautiful San Diego with a 2-hour brunch cruise on a luxury yacht. Help yourself to the seafood, steak, waffles and chocolate fountain at the buffet while sipping on unlimited mimosas. While you drink and feast, soak up the views of the water and the city skyline around you. When you’re ready to stretch your sea legs, head to the dance floor where live entertainment and music awaits.

Sail Liberty offers the unforgettable experience of a beautiful sailboat touring adventure aboard a traditional sailing yacht. Our replica 1904 Yacht, offers excellent sailing for small group harbor tours and a remarkable sunset cruise all the while using traditional sailing techniques aboard a classic vessel unlike any other in San Diego.

Take in views of San Diego's top attractions from the deck of your own private yacht—yours for a few hours, anyway. This private catamaran cruise for up to six people allows you to relax and enjoy the ocean breeze, listening to commentary from your captain. Keep watch for whales, sea lions, and dolphins while enjoying provided snacks and bottled water.

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.

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.

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sailing boat charter and stretch out in the San Diego sunshine with a trusty skipper at the helm, Choose from several types of yacht charters, catamaran cruises, sailboats, and powered luxury yachts. A sailing boat tour on San Diego Bay with Pacifica Sailing Charters is the perfect sailing experience for you and your guests. . With over 20 years of boating on San Diego Bay and the waters surrounding the San Diego harbor, our boat charters and sailing boat tours are rated #1 on Google, Yelp, and TripAdvisor...

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.

Set sail from San Diego on your own private sailboat cruise that can accommodate up to 12 people. Depart from the Hyatt Regency Mission Bay and glide out to the Pacific Ocean, passing landmarks like Sunset Cliffs Natural Park, Pacific Beach, La Jolla, and Ocean Beach Pier. Get great views of southern California’s landscape and wildlife, and feel free to bring your own refreshments and music to customize your cruise.

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.

Take the guesswork out of your sightseeing in San Diego and book a half-day private tour with an ultimate itinerary. Leave the driving to a personal guide who accompanies you by luxury car or SUV to the city’s major attractions. Stroll the landscaped gardens of Balboa Park, explore the historic Gaslamp Quarter, drive across the bridge to visit Coronado Island or discover the cliffside enclave of La Jolla. On this tour, set your own pace at the sights that interest you most!

Sail along the San Diego Bay on this relaxing 1-hour cruise. While aboard, enjoy views of the city, as well as US naval vessels, the Star of India, and the Coronado Bridge. Catch sight of the Hotel del Coronado, and spot sea lions in their natural habitats. Along the 1-hour route, you can pick up a snack and drink at the snack bar (own expense), and relax as you cruise the water.

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Lions, Dolphins and Whales. Whether you need a classic sailboat or catamaran for your Bachelorette Party, we can provide a private catamaran that is roomy, comfortable and stable. Much heavier than traditional boats today, Sea Esta will provide a steady, smooth sail no matter what the conditions. This large and stable catamaran is perfect for sightseeing around San Diego Bay and the perfect bachelorette party yacht for you and your guests.

Experience San Diego’s scenic highlights and hidden gems on a private, 3-hour sightseeing tour with an experienced guide. Customize the itinerary to your interests, then explore the city in the comfort of a luxurious, VW Eurovan that seats up to six people. Visit Balboa Park’s botanical garden and the historic lighthouse at Cabrillo National Monument, and enjoy a beachside stroll at Ocean Beach. Take in the bustling downtown and the Gaslamp Quarter, stop by the glamorous Del Coronado Hotel then see the birthplace of California in Old Town San Diego.