Cruises & Sailing · Tomorrow

(20 activities)
Reset Filters
  • Book Now

    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
    BOOK NOW ← Back
  • Book Now

    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
    BOOK NOW ← Back
  • Book Now

    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
    BOOK NOW ← Back
  • Book Now

    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.
    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
    BOOK NOW ← Back
  • Book Now

    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
  • Book Now

    Adventure Daytime Sailing Tour

    Explore San Diego and surrounding waters in this relaxing sailing adventure. You will not go hungry on this sail tour. From snack bars to chips, there is something that will keep you satisfied as you explore San Diego from the water. Enjoy alcoholic and nonalcoholic beverages that are chilled to perfection as your experienced crew steers your boat through the bay’s beautiful waters. 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.
    Adventure Daytime Sailing Tour

    2051 Shelter Island Dr, San Diego

    • Enjoy a relaxing 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
    BOOK NOW ← Back
  • Book Now

    City Sunset Sailing Excursion

    This three-hour adventure on a Catalina-style sailboat is limited to just six people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, wine, soft drinks and snacks as you soak in the warm sun or watch it drop into the horizon with the glistening city lights behind you. As you admire the views, enjoy the complimentary beer, wine, soft drinks and snacks. If you get chilly, grab one of the provided polar-fleece jackets, blankets, hats or wind-gear. If the sun is too bright, slather on the complimentary sunscreen or don a pair of provided sunglasses. And use the provided binoculars to admire the coastline or look for wildlife! You can even bring your own music to plug into the boat’s surround-sound system.
    City Sunset Sailing Excursion

    Shelter Island, San Diego

    • Set sail from San Diego on this small group sailing tour on a sunset sail on the open ocean
    • Enjoy complimentary beer, wine and soft drinks and snacks
    • Witness breathtaking views of the San Diego skyline
    • Watch the sun disappear as you enjoy the open air and great company
    BOOK NOW ← Back
  • Book Now

    Rum Runner Sail Tour Bar Crawl

    You have never experienced San Diego Bay bars this way. Take a sailboat with friends on this unique sailing bar crawl. First stop at a local pub and inspire you with a classic, refreshing drink with a little Captain Morgan. Next, you’ll sail to two of three other bars: C- level lounge on Harbor Island (for a shot/drink to head off the spins) or, we can sail west to the “Bali Hai” for the world famous Mia Tia (for the brave at heart) or Jimmy’s world famous Gastro Pub where we’ll try not to get “3 sheets to the wind”. You will not get in trouble on this rum run, but you may need a designated driver to take you home after enjoying all the delicious concoctions.
    Rum Runner Sail Tour Bar Crawl

    2051 Shelter Island Dr, San Diego

    • Experience the San Diego Bay in this unique sailing bar crawl
    • Enjoy San Diego’s bars and restaurants at 2 incredible stops
    • Drinks are included
    • Great for bachelor and bachelorette parties
    BOOK NOW ← Back
  • Book Now

    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
    BOOK NOW ← Back
  • Book Now

    Hot Tub Anchored Cruise - 2Hr

    Hot tubs on a boat: why just get IN the water when you can get IN the water ON the water? Enjoy this one-of-a-kind rental with a killer sound system, 56 quarts of cooler space (including 6 attached to the hot tub), optional propane grill, and did we mention a hot tub? On a boat? Anchor up with 10 friends for one of the most entertaining ways to experience Mission Bay San Diego. Anyone can go boating, but only the lucky ones boat like this. Great for tourists and locals alike.
    Hot Tub Anchored Cruise - 2Hr

    1010 Santa Clara Pl, San Diego

    • Enjoy the unique experience of renting a hot tub boat for your next Mission Bay outing
    • Invite up to 10 friends and take advantage of onboard coolers and grill
    • Relax and let your cares slip away as you enjoy the beautiful weather and the warm water
    • Plug your musical device into the onboard sound system and get the party started!
    BOOK NOW ← Back

Page 1 of 2

Kind words from our customers