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Sailing Charters and Boat Tours in San Diego

Best Sunset Sail in San Diego 

A Sunset Sail in San Diego is by far one of the most romantic sailing cruises around.. Feel free to bring your own beer / white wine, alcohol, and food No red wine please, as it stains the deck.
While Sailing the San Diego Bay, enjoy friendly dolphins, and Sea Lions as they play in the wake of the boat only an arm’s length from the boat. Watch as the sun sets below the peninsula of Point Loma, creating a spectacular array of light on the water. The lights of San Diego’s Downtown City Skyline come aglow just before we head in from the harbor.  Thinking about popping the question to that special someone?  We offer a private Sunset Sailing Cruise with the perfect way to start any lasting marriage.

Read more about Private Sunset Sail for Two in San Diego at:
Imagine sailing into the sunset aboard a beautiful sailboat during this intimate 2.5-hour cruise with a loved one or a small group of friends. You’ll feel like you have the boat all to yourself on this trip, watching as the last rays of the sun drop into the glistening waves as the sun slides behind the point and the old lighthouse. Enjoy beer, wine, soft drinks and snacks during the ride, as we sail past the Submarine Base and friendly Sea Lions playing near the bait barges.
Feel free to bring your own music or simply plug into our blue tooth sound bar provided on all sunset sailing tours.  Highlights include scenic views of downtown san diego, as well as the san diego bay itself. See aircraft carriers and naval ships close up.
Choose a sunset sail on the weekend or during the week. we sail every day and can work around your schedule on many occasions. We can also accommodate larger parties for your sailing pleasure. Our boats can handle small groups of 4-6 persons, as well as larger groups from 8-27 persons depending on your event or party.
Whether you’re on vacation, celebrating a special occasion or just looking to take advantage of a beautiful Southern California sunset, this small-group sailing trip in San Diego is a great way to spend time on the water with your loved one or a group of friends. Our smaller racing yacht is comfortable, smooth and is limited to six passengers, so if you'd like to make it a private adventure, book all six spaces and bring along five buddies!
Set sail on the best sunset cruise in san diego. One that takes you out on the Pacific to watch the sun drop into the horizon with the glistening city lights behind you. Both trips are 2.5 hours long. No matter which sail you choose, you'll enjoy complimentary snacks and water to go with your BYOB beer, wine, soft drinks and sandwiches.

Need to accommodate a larger party? We Our 55-foot custom designed steel hull twin masted ketch is stable and strong, yet sleek and smooth at sea. Along with Captain Jack and our crew, we welcome you to take part in hoisting and trimming the sails, steering through the entrance of the bay, or sit back, relax, and soak up the sun and scenery.
Our afternoon and sunset sailing tours are just right for enjoying the views of the city of San Diego Bay and the ocean beyond.
We specialize in LARGE GROUPS and PARTIES!
Let us custom design your special occasion cruise for your group of up to 27 guests.
Our 55-foot custom twin masted sailing yacht (Up to 27 persons) Includes Captain, Crew, Snacks, and water. You can BYOB your own food and Alcohol on all of our yachts. Bring your own music to plug into the boat's surround-sound system to further personalize your trip.

Read more about Private Sunset Sail for larger groups and parties in San Diego at:



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