San Diego
Sailing Lessons

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Our most recommended San Diego Sailing Lessons

San Diego: 3-Hour Sunset Sail

1. San Diego: 3-Hour Sunset Sail

Enjoy an awe-inspiring sunset as you discover the beauty of San Diego Bay with a U.S. Coast Guard-certified captain. In 3 hours, you will be able to visit the most memorable landmarks in San Diego Bay. Sail through the Maritime Museum, the Midway Museum, Downtown San Diego, and other exciting spots, or head out to the Pacific Ocean. If you're lucky, you may even see a host of wildlife along the way such as sea lions, seals, dolphins, and whales. With multiple departures daily, you'll be sure to find a tour to fit perfectly into your schedule. All beer, white wine, non-alcoholic drinks and snacks are complimentary and unlimited. Just in case it gets a bit chilly on the bay, jackets, hats, and blankets are provided. And to protect yourself from the hot California sun, sunscreen and sunglasses are also provided.

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San Diego: Day Sail Aboard a Classic Yacht

2. San Diego: Day Sail Aboard a Classic Yacht

Immerse yourself in the lap of luxury as you set sail on a Liberty sailboat from the Sunset Resort Marina, and take a golden opportunity to spot stunning wildlife such as sea lions and dolphins. Take a journey back to the early twentieth century on board this handsome boat, modeled on a 1914 'Friendship Sloop'. Get hands-on as you try out steering the boat yourself during the 2.5 hour tour! Admire the San Diego skyline shimmering away on the horizon, as you cruise alongside grand ships like the USS Midway and the USS Carl Vinson. Sit back and absorb the views while enjoying complimentary snacks and drinks, and get your camera ready to snap the twinkling lights of San Diego, from the Maritime Museum to the Old Point Loma Lighthouse.

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San Diego: Sunset Sailing Aboard a Classic Yacht

3. San Diego: Sunset Sailing Aboard a Classic Yacht

Climb aboard for an all-inclusive small-group cruise to remember. Enjoy an intimate experience as you pass local landmarks, look for sea life, and perhaps try your hand at navigating the boat yourself. Embark on the vintage yacht Liberty for a premium sailing experience. Admire a vessel which is flawlessly maintained with high standards of pride and craftsmanship. Fall in love with her mirror-finish wood accents, beautiful cozy cabin and clean facilities. Immerse yourself in a 2.5 hour nautical experience with inclusive drinks and snacks. Play some music and relax on cushioned seats as you sail the scenic waters of San Diego Bay. Feel free to steer the boat and feel the power of the wind in the sails. Marvel at historic landmarks like the USS Midway aircraft carrier, Maritime Bridge, Coronado Bridge, and Old Point Loma Lighthouse. See local wildlife like sea lions, dolphins, and sea birds. Admire the San Diego skyline as the city lights up for the night. Participate in an small group experience with the activity limited to only to 6 guests. You can sail with other travelers, or select a private cruise for just you and your friends and family.

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Other Sightseeing Options in San Diego

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What people are saying about San Diego

This was an AWESOME adventure!!! I’ve been a resident of San Diego for over 23 years & decided to do something special to celebrate my Best Friend’s birthday . Although I have enjoyed the gorgeous San Diego Bay from the shores of Shelter Island, Coronado Island, Harbor Island, Point Loma and Downtown San Diego, it doesn’t compare to the absolutely stunning views from a sail boat floating on the winds of the bay !! It’s truly something that she experienced by anyone that loves the beauty of the ocean. Our Captain Trevor was so skilled at sailing that it was a smooth & gentle 3 hours of peaceful , beautiful fun :) . I highly recommend this adventure on the water ! The other passengers were delightful and really added to the fun . My Best Friend and I enjoyed a day that we will never forget! Thank you Trevor and Sail San Diego!

A wonderful afternoon with a fascinating captain. We had a lovely sail on San Diego Bay in a classic sailboat and along the way learned the history of the vessel and Captain Phillip's painstaking hand restoration of the boat. He's happy to share his wealth of knowledge about sailing and sailboats in this intimate setting of six guests or fewer. My wife loved riding the waves from the foredeck and tried her hand at steering the boat was Phillip made it ready to return to the dock. No better way to get the feel of sailing on San Diego Bay.

Super relaxing sail with Captain Phillip. His sailboat is beautiful and his knowledge of sailing is immense. You do not want to miss this tour of the Bay. I will do this again and hope others see this review and decide to go. It was better than a spa day if you can imagine that! Lovely trip

Captain Philip gave us an amazing experience. We celebrated our birthday on the boat and had an amazing time. We will definitely be back again!

Capt Phil was fun, humorous and very informative. He is a very good sailor. So much fun.