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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 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
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    8 positive reviews
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    Comedy Heights at Bay Bridge Brewing

    (11)
    If you can't remember the last time you laughed so hard your cheeks hurt, you're long overdue for a night of comedy -- just try not to spit out your beverage or food you brought from home when a particularly funny joke hits you mid-sip or mid-bite. Relax in the cozy atmosphere and maybe discover your new favorite comedian. You could even spot a headliner you have seen on Comedy Central or HBO. You deserve a night out where you leave the serious stuff behind and remember how good it feels to laugh till you cry.
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    Comedy Heights at Bay Bridge Brewing

    4590 Park Blvd, San Diego

    • Enjoy live stand up from a line up of talented comedians
    • Relax and take your mind off all the stresses in your life
    • Laugh like nobody's listening in a cool, funky venue
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    11 positive reviews
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    Painting (San Pasqual)

    Come enjoy a classy, elegant night of wine and art appreciation during this painting workshop held at San Pasqual, a boutique winery in downtown La Mesa. Sip on some quality wine while you learn to cover your canvas in masterful strokes of paint, creating your own masterpiece to take home! You'll channel your inner Picasso as you exercise your creativity -- find out just how therapeutic creative release can be! By the end of the class, you'll be plenty relaxed, your belly warm with delicious wine and your mind at ease. This class includes paint, canvases, aprons, brushes, and other tools needed for a night of painting.
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    Painting (San Pasqual)

    8364 La Mesa Blvd, La Mesa

    • Relax during a wine and paint session at a warm boutique winery
    • Discover how art and alcohol pair well together as you create your masterpiece
    • Sip on quality wines and buy food to accompany your drink if you wish
    • Learn painting techniques hands-on from talented artists
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    Couples Appetizer Cruise

    Remember how you got too drunk at your in-laws' cocktail party last night? Remember when you threw up in your mother-in-law's sock drawer? No?!?! Well they do. Salvage your relationship by setting sail on a romantic evening with Ship 'N a Bottle. Climb aboard a sloop right out of a fairytale to take you and your special someone far away from all of your landlocked worries (and in-laws). Let the gentle hum of the motor (OK so a contemporary fairytale) and the soft sea breeze caress you as you sample the appetizers and half-bottle of wine provided, compliments of the Captain. (You can upgrade to a full bottle for a small fee). Whether you're in a desperate attempt to save your relationship or you're just a regular casanova, this will be the perfect date night -- not one in-law in sight.
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    Couples Appetizer Cruise

    1548 Quivira Way, San Diego

    • Step onto the deck of a '67 26-foot sloop sailboat and drift through calming blue waters
    • Nibble tasty appetizers as you sail out past San Diego and into the beautiful Pacific Ocean
    • Sip on a glass of wine and recline in the arms of your lover
    • Surprise your partner with an extravagant and affordable evening
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    Couples Fondue Cruise

    Remember how you got too drunk at your in-laws' cocktail party last night? Remember when you threw up in your mother-in-law's sock drawer? No?!?! Well they do. Salvage your relationship by setting sail on a romantic evening with Ship 'N a Bottle. Climb aboard a sloop right out of a fairytale to take you and your special someone far away from all of your landlocked worries (and in-laws). Let the gentle hum of the motor (OK so a contemporary fairytale) and recline as your lover feeds you chocolate fondue and half-bottle of wine provided, compliments of the Captain. (You can upgrade to a full bottle for a small fee). Whether you're in a desperate attempt to save your relationship or you're just a regular casanova, this will be the perfect date night -- not one in-law in sight.
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    Couples Fondue Cruise

    1548 Quivira Way, San Diego

    • Step onto the deck of a '67 26-foot sloop sailboat and drift through calming blue waters
    • Indulge in chocolate fondue as you sail out in the the shimmering waters of the of the Pacific
    • Sip on a glass of wine and recline in the arms of your lover
    • Surprise your partner with an extravagant and affordable evening
    BOOK NOW ← Back
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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.
    No available dates to book.
    Bucketlist to hear about new dates first!
    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

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