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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.
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    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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    Sunset Champagne Cruise

    Have you ever actually sailed off into the sunset? Leave your worries behind as you sail during a majestic sunset aboard a classic yacht. You'll be immediately 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. You may even get a glimpse of the "Green Flash" right as the sun sets. Sip on a glass of sparkling wine, beer, or soft drink or snack on some complimentary bites. You are also welcome to bring your own snacks along 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.
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    Sunset Champagne 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
    BOOK NOW ← Back
    Sunset Champagne Cruise
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    Marine Wildlife Tour (4hr)

    (8)
    Looking for the best things to do in San Diego? Set sail from Harbor Island to see the best parts of the San Diego Bay in all its natural beauty. You will have the opportunity to participate in the actual sailing, if you wish, and learn something new about the open water with a focus on whale watching. If working the adventure is not your thing, everyone can still enjoy craft beer, chilled white wine, lunch and platters of cheese, salami, crackers and chocolates served by polite stewards. Each sailing cruise includes a captain, crew member, and a maximum of 6 total passengers -- a perfect support system for a truly unique nautical adventure. You'll watch as surrounding whales create blow-spouts for a spectacular splash out on the water. Whether you want to work the mast or work your jaw, this unique whale watching experience has something for everyone.
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    Marine Wildlife Tour (4hr)

    1450 Harbor Island Dr, San Diego

    • Sail on a beautiful sail boat through the San Diego Bay for a whale watching experience
    • Learn and participate in the sailing by gaining insight on techniques
    • Sip on craft beer or chilled wine as you enjoy the finer things
    • Escape the day with a picturesque view of the ocean and complimentary lunch
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    8 positive reviews
    Marine Wildlife Tour (4hr)
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    Signature Sailing Tour (2hr)

    (8)
    Looking for the best things to do in San Diego? Set sail from Harbor Island to see the best parts of the San Diego Bay in all its natural beauty. You will have the opportunity to participate in the actual sailing, if you wish, and learn something new about the open water. If working the adventure is not your thing, everyone can still enjoy craft beer, chilled white wine and platters of cheese, salami, crackers and chocolates served by polite stewards. Each sailing cruise includes a captain, crew member, and a maximum of 6 total passengers -- a perfect support system for a truly unique nautical adventure. Whether you want to work the mast or work your jaw, this unique yacht experience has something for everyone.
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    Signature Sailing Tour (2hr)

    1450 Harbor Island Dr, San Diego

    • Sail on a beautiful sail boat through the San Diego Bay
    • Learn and participate in the sailing by gaining insight on techniques
    • Sip on craft beer or chilled wine as you enjoy the finer things
    • Escape the day with a picturesque view of the ocean
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    8 positive reviews
    Signature Sailing Tour (2hr)
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    Original Sea Cave Kayak Tour

    Up for a jolly old time? Head over to La Jolla for a little fluid fun on this seafaring kayak sojourn! Prior to setting out, you'll be geared up and walked through the basics, making this experience a great way for inexperienced paddlers of all ages to get their feet wet. Properly oriented, push out beyond the surf to calmer waters, and find yourself quickly off and paddling like an old pro. Your destination? The Seven Sea Caves of La Jolla-- which are every bit as fantastic as they sound! Spend 90 invigorating minutes exploring these diverse ecological habitats boasting some of the highest concentrations of sea-life in all of coastal California. Fish, birds, harbor seals, sea lions, and sea turtles will be spotted. Squeaking dolphins often accompany paddlers, in addition to swarms of leopard sharks in the summer months (they don't bite; their mouths are too small). Whales are commonly sighted (depending on the time of year), and, weather permitting, you'll enjoy the privileged opportunity of entering California's only north-facing sea cave, the Emerald Cave-- off limits except with a licensed guide. As you paddle, your knowledgeable host will fill you on the flora, fauna, and natural history of the surreal world you find yourself in, all while offering continuing pointers to help you keep paddling in the right direction. For those looking to make a splash, this tour gets it right!
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    Original Sea Cave Kayak Tour

    2246 Avenida De La Playa, San Diego

    • Treat yourself to a thrilling kayak adventure and explore La Jolla's famed sea caves
    • Learn about diverse coastal ecosystems thanks to insights from a knowledgeable guide
    • Spot seals, sea lions, sea turtles, dolphins, and maybe even whales!
    • Enjoy a fun, physical adventure that will leave you charged and inspired
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    Original Sea Cave Kayak Tour
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    Whale and Dolphin Watching Sail

    There is nothing quite as humbling as sailing along the water next to one of the largest animals on Earth: the gray whale. The annual migration of gray whales along San Diego's coast is one of nature's most incredible spectacles. Each year about 26,000 gray whales undertake a round trip migration of over 10,000 miles from the icy Arctic waters of Alaska to the warm tropical lagoons around the tip of Baja California Sur where the females give birth to their calves. Because gray whales are relatively slow swimmers, they need to surface every three to five minutes to blow a few times before they dive under again, giving you ample opportunity to view the whales up close. With your captains extensive knowledge of the diving, breathing, and migration patterns of the whales, you will be ready for a successful whale watching cruise in San Diego. Seeing these majestic mammals is a memorable, fun, and educational activity for anyone.
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    Whale and Dolphin Watching Sail

    1380 Harbor Island Dr, San Diego

    • Enjoy a sailing tour while you observe gray whales and dolphins in the wild
    • Savor complimentary snacks, as well as beer, wine, coffee, hot chocolate
    • Take in the coastal views and natural beauty all around you
    • See gray whales up close during their annual migration
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    Sunset Sail

    (8)
    Looking for the best things to do in San Diego? Set sail from Harbor Island to see the best parts of the San Diego Bay in all its natural beauty. You will have the opportunity to participate in the actual sailing, if you wish, and learn something new about the open water. If working the adventure is not your thing, everyone can still enjoy craft beer, chilled white wine and platters of cheese, salami, crackers and chocolates served by polite stewards. Each sailing cruise includes a captain, crew member, and a maximum of 6 total passengers -- a perfect support system for a truly unique nautical adventure. You'll all watch as the sun sets below the peninsula of Point Loma creating a spectacular array of light on the water. Additionally, the city lights of Downtown San Diego will come aglow just before you head in from the harbor. Whether you want to work the mast or work your jaw, this unique sunset yacht experience has something for everyone.
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    Sunset Sail

    1450 Harbor Island Dr, San Diego

    • Sail on a beautiful sail boat through the San Diego Bay at sunset
    • Learn and participate in the sailing by gaining insight on techniques
    • Sip on craft beer or chilled wine as you enjoy the finer things
    • Escape the day with a picturesque view of the city lights of Downtown San Diego
    BOOK NOW ← Back
    8 positive reviews
    Sunset Sail
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