Cruises & Sailing · This Weekend

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    Gourmet Dinner Cruise

    Soak up the San Diego skyline in luxury and style on this relaxing dinner cruise, an exclusive that can't be booked anywhere else! As you travel along San Diego Bay aboard a deluxe yacht, take in views of the sparkling city lights and enjoy lively DJ entertainment. Pop open a bottle of Champagne and savor a gourmet 3-course meal at your guaranteed private window table. This is the perfect way to celebrate a birthday, anniversary, or any other special occasion.
    Board your cruise at the San Diego Grape Street Pier in the evening. You'll be welcomed aboard your luxury yacht with a glass of chilled Champagne or sparkling cider to set the mood for this luxurious 3-hour experience.

    Make your way to the open deck to soak up views of the San Diego skyline. Spot the Coronado Bay Bridge, the North Island Naval station, the USS Midway aircraft carrier and the Maritime Museum of San Diego with its Star of India, the world's oldest active sailing ship.

    Inside, head to your own private table with guaranteed window seating and pop open a bottle of Champagne to share with your sweetheart. You'll be served a gourmet 3-course meal freshly prepared by onboard chefs using local, seasonal ingredients (see below for a sample menu).

    After your lovely meal, hit the deck for a spin on the dance floor under the stars! Lively DJ entertainment will keep the party going all night long. As the sun sets and the city lights illuminate, you'll get breathtaking views of San Diego’s most famous sights sparkling against the night sky. This magical evening is one you'll never forget!
    Gourmet Dinner Cruise

    1800 N Harbor Dr, San Diego

    • Enjoy a night of gourmet food, drinks, and dancing on this luxury dinner cruise
    • Be welcomed aboard the yacht with a glass of chilled Champagne or sparkling cider to set the mood
    • Savor a gourmet 3-course meal freshly prepared by onboard chefs using local, seasonal ingredients
    • Make your way up to the open deck to soak up views of the beautiful San Diego skyline
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    Hot Tub Cruisin - 2 Hr Self-Captained Cruise

    Has life been stressing you out lately? Need a getaway but don’t have much time? A ride on Hot Tub Cruisin’s awesome hot tub-equipped boat is just the luxurious experience you need. You and up to 9 other friends will sail the Mission Bay, finally throwing that party you’ve been looking for an excuse to have. The hot tub water can be adjusted to your satisfaction. Connect your music-playing device to hear your favorite tunes through the cruise’s sound system. A propane grill, dry storage for personal items, deck seating, a 50 quart under-seat cooler, and a 6 quart “in-hot tub” cooler are also available. Kick back and unwind with your friends on this beautiful nautical journey.
    Hot Tub Cruisin - 2 Hr Self-Captained Cruise

    1010 Santa Clara Pl, San Diego

    • Explore the waters of Mission Bay in a relaxing hot tub boat rental
    • Experience the luxury of hot tubbing on a boat in the middle of an exquisite bay
    • Bask in luxury during a scenic, nautical getaway
    • Reward yourself some “me time” with the mini-vacation you’ve been searching for
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    Sunset Sailing Cruise

    If San Diego knows how to do one thing, it knows how to stay classy, and all other cities should take note. For two hours, you can live the high life on a yacht and forget about everything else sitting in your inbox. Climb aboard and capture the romance of the sun setting into the Bay with cool breezes and breathtaking views. Enjoy the beauty of the San Diego skyline with your friends or that special someone as the sun dips into the sea while on this private sunset sail. You can be completely stationary for the trip or you can get your hands a little dirty and help the captain trim the sails -- or even take your turn behind the wheel. Don’t forget to keep an eye out for wildlife marine, because there is a very good chance you will get to see dolphins and seals in their organic and natural habitat. Fall in love with this city all over again (or for the first time!) from a different point of view.
    Sunset Sailing Cruise

    1880 Harbor Island Dr, San Diego

    • Sail around San Diego aboard a classic racing yacht
    • Relish the sunset and downtown skyline like you never have before
    • Nibble on complimentary snacks and bring a bottle of your favorite champagne to enjoy as the sun sets
    • Snuggle up at the spacious settee down below in the cabin
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    3 Hour Small Group Sunset Sail

    There's no feeling you love more than the spray of the surf on you face and a stiff wind at your back -- your first love is the sea. But you would never admit that to your partner, they don't like playing second fiddle to anybody. Combine the two great loves of your life into one romantic evening full of surf, sails and a stunning sunset.You'll set sail about an hour before sunset to give you plenty of time to catch the full range of hues painted on Mother Nature's canvas. Nestle under a few blankets with you lover and watch the beauty of San Diego Bay unfold before you. It's always nice when the two people you love get along. And it's even better when the two great loves of yours get interested in each other -- looks like you're going to be doing a lot more sailing.
    3 Hour Small Group Sunset Sail

    955 Harbor Island Dr, San Diego

    • Set sail on a 3-hour adventure through the San Diego Bay at dusk
    • Take in the sights, sounds and the incredible sunset on a relaxing cruise
    • See the unique sea-side architecture, military crafts, historical landmarks, natural sea life, and spectacular photo opportunities
    • Enjoy a day out on the water that is perfect for friends and family
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    1 positive reviews
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    North Bay Harbor Cruise

    Take a relaxing harbor cruise through the North bay of San Diego, featuring unforgettable views of San Diego's skyline. This fully narrated tour will take you to all the places you want to see with time to spare! Enjoy live commentary that will give you background, history and highlights of this awesome bay. You'll see some of the largest watercraft in the world up close. Cruise through the San Diego North Bay as your friendly, informative narrators point out the sights. See North Island Naval Air Station, Harbor and Shelter islands, the Naval Sub Base and Cabrillo National Monument. On board, relax on the comfortable seating and pleasant sun decks, and head down to the galley below for food and beverages available for purchase. Cruise through the San Diego Bay as your friendly, informative narrators point out the sights. On board, relax on the comfortable seating and pleasant sun decks, and head down to the galley below for food and beverages available for purchase. On this cruise, see North Island Naval Air Station, Harbor and Shelter islands, the Naval Sub Base and Cabrillo National Monument.
    North Bay Harbor Cruise

    1000 N Harbor Dr, San Diego

    • Enjoy a cruise to see the beautiful city skyline from San Diego’s North Bay
    • Learn the history of the area with live commentary during the breathtaking cruise
    • Take in sights of seals and sea lions sunbathing on the rocks just off the shore
    • Relax with comfortable outdoor and indoor seating
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    3.5 Hour Small Group Whale Watching Adventure

    Every year during the winter months, California Grey Whales migrate from the frigid waters of Alaska to the more temperate waters off the coast of Baja California, Mexico. The Grey Whale is one of the animal kingdom's great migrators, traveling in groups called pods. Some of these giants swim 12,430 miles round-trip and breed in the shallow southern waters and balmier climate. Set sail for the open ocean to get a glimpse of these amazing creatures as they make their way down the coast. Don't be surprised if you see dolphins and sea lions as well!
    3.5 Hour Small Group Whale Watching Adventure

    955 Harbor Island Dr, San Diego

    • Set sail on a whale sighting adventure
    • Enjoy fabulous views in style with your closest friends or family by your side
    • Embark on your journey from Harbor Island and sail past the North Island Naval Station and more!
    • Treat yourself to a adventure that includes complimentary champagne
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    1 positive reviews
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    Dinner Cruise with Beer Pairings

    A “booze cruise” might be fun, but we wouldn’t call it classy. Instead, live like an upscale socialite and try champagne and beer pairings on a yacht. Float through San Diego Harbor on a sunset cruise aboard a luxury yacht, featuring a gourmet dinner paired with local craft beer. Start with a glass of Champagne as you board, and then enjoy your meal with two beer tasters. Food options include a pasta bar, barbecued pork, brisket and desserts; additional drinks are available for purchase from the full bar. While you glide across the harbor, watch the sunset and take twilight views of the San Diego skyline. The fun continues after dinner with live music and dancing on board! Stay classy, San Diego explorer!
    Dinner Cruise with Beer Pairings

    N Harbor Dr, San Diego

    • Hop on a yacht for a 2.5 hour cruise with gourmet dinner paired with craft beer
    • Sample 2 beer tastings from a rotating roster of craft breweries
    • Watch the sunset and twilight views of the San Diego harbor
    • Loosen up to some live music and get to dancin’
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    San Diego Bay Cruise

    Enjoy the romance and adventure of the sea as you sail the San Diego Bay aboard a classic yacht. You'll be struck by the uniquely smooth sail, beautiful teak interior, and traditional yacht lines illustrating the fine craftsmanship of this boat. Take some pictures of your surroundings or simply sit back and take it all in as you sail by seemingly endless coastal views. Sip on a beverage or have a complimentary snack. You are also welcome to bring your own snacks to enjoy on the ride. After you have spent the day sailing the waters, you'll feel relaxed and refreshed. It's time to reconnect with the sea and let the waves (and your captain) guide you.
    San Diego Bay Cruise

    1380 Harbor Island Dr, San Diego

    • Sail around the San Diego Bay guided by a skilled captain
    • Savor complimentary snacks and beverages
    • Take in the coastal views and natural beauty all around you
    • Relax and let your worries melt away
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    Hot Tub Cruisin - 4 Hr Self-Captained Cruise

    Has life been stressing you out lately? Need a getaway but don’t have much time? A ride on Hot Tub Cruisin’s awesome hot-tub equipped boat is just the luxurious experience you need. You and up to 9 other friends will explore the Mission Bay, finally throwing that party you’ve been looking for an excuse to have. The hot tub water can be adjusted to your satisfaction. Connect your music-playing device to hear your favorite tunes through the cruise’s sound system. A propane grill, dry storage for personal items, deck seating, a 50 quart under-seat cooler, and a 6 quart “in-hot tub” cooler are also available. Kick back and unwind with your friends on this beautiful nautical journey.
    Hot Tub Cruisin - 4 Hr Self-Captained Cruise

    1010 Santa Clara Pl, San Diego

    • Explore the waters of Mission Bay in a relaxing hot tub boat rental
    • Experience the luxury of hot tubbing on a boat in the middle of a gorgeous Bay
    • Feel luxurious during a scenic, nautical getaway
    • Give yourself some “me time” with the mini-vacation you’ve been searching for
    BOOK NOW ← Back
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    Sunset Sail Tour

    The Sunset Sail lets you enjoy the sunset from an incredible sailing vessel. Relax and enjoy alcoholic and nonalcoholic beverages that are chilled to perfection as your experienced crew steers your boat through the bay’s beautiful waters. From snack bars to chips, there is something that will keep you satisfied as you explore San Diego from the water. You do not even have to worry about sunglasses or a jacket- this tour has thought of everything you might need while you are on a boat. You are encouraged to bring your own music to make this a true party.
    Sunset Sail Tour

    2051 Shelter Island Dr, San Diego

    • Enjoy a relaxing sunset sailing adventure around San Diego bay
    • See a different side of San Diego from a sailboat
    • Snacks, beer, wine and soda complimentary
    • Discover the fun of sailing with experienced pros
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