Luxury Sailing Experiences in San Diego

Get on the water for an elegant adventure

There’s no better way to see San Diego than from the water. So book a private charter and get ready to set sail on a nautical adventure. With San Diego’s glittering expanses of bay and ocean, plus the city’s distinguished yachting history, it’s the perfect place to spend a day (or evening) under sail. Anchors aweigh!

Adventuress Luxury Catamaran

Available exclusively for private charter, the Adventuress is a 60-foot, twin-hulled beauty that can host an intimate party of two or a larger luxury get-together of up to 48 people. Originally custom-built as a private yacht, Adventuress boasts an elegant main salon crafted from teak, plus a 75-bottle wine locker, expansive outdoor decks and a covered aft cockpit. For the ultimate couples’ indulgence, book the Adventuress’ Romantic Sunset Cruise for Two, complete with champagne, chocolate covered strawberries and more delicacies.

Where: 1450 Harbor Island Drive, San Diego, CA 92101

San Diego Sailing Tours

Based on Harbor Island along beautiful San Diego Bay, San Diego Sailing Tours focuses on intimate sailing experiences with small groups aboard fully restored vintage sailboats. The company offers an inviting range of private tours, complete with drinks and complimentary snacks. And special themed sails such as the sunset cruise will help you discover the beauty of San Diego from the best seat in town.

Where: 1450 Harbor Island Drive, Ste. 206, San Diego, CA 92101

Aolani Catamaran Sailing

If you’re seeking a memorable sailing adventure for a larger party, Aolani has you covered. This private charter catamaran can host up to 48 guests for private events of all kinds, complete with a full crew and multiple catering options. The sleek and comfortable Aolani — a Hawaiian name that means “heavenly cloud” — promises to make your dreams of an unforgettable on-the-water experience come true.

Where: 1380 Harbor Island Drive, 1380 Harbor Island Drive

Triton Catamaran Charters

For a fun and luxurious day (or evening) on the water, step aboard Triton Catamaran Charters' 75-foot yacht — the newest and largest charter catamaran on local waters. The Triton can accommodate up to 100 people, and is available for parties, weddings, vacation adventures, and more. Its many features and amenities include everything from a 13-seat bar and expansive dance floor to a state-of-the-art sound system and onboard waterslide!

Where: 2700 Shelter Island Drive, San Diego, CA 92106

Seaforth Boat Rentals

Book a private Duffy cruise with Seaforth Boat Rentals and enjoy the scenic waters around Glorietta Bay. These luxurious boats are 100% electric, state-of-the-art, and provide a “whisper-quiet” experience, topping out at a leisurely speed of 5 miles per hour. Daytime and sunset cruises are helmed by a licensed captain, can accommodate up to six guests, and last 90 minutes long. Guests also have the option to add on select food and beverage options. Seaforth has the largest fleet in San Diego, with locations in Coronado, Downtown, Harbor Island, and Mission Bay. Beyond Duffy tours, the company also offers private charters and bareboat rentals on a wide variety of sail and powerboats.

Where: 1641 Quivira Road, San Diego, CA 92109

Seaforth Yacht Charters

Seaforth’s new offshoot company provides customers with an elite and unforgettable yachting experience. With an exclusive fleet of sailing and power yachts to choose from, customers can book a private charter with a licensed captain and spend the day on the water. Experienced boaters may also be approved to rent a yacht without a captain. Options include the 52-foot Prestige 520, with an extra-extra-large flybridge for maximum comfort, an inviting saloon with cushy sofas, three cabins, two heads (bathrooms), and a Williams jet dinghy. Or perfect for a day trip around San Diego Bay, the hard-top Hanover 387 comes with a swim platform, bow loungers, and cockpit tables.

Where: 1715 Strand Way, Coronado, CA 92118

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Luxury Sailing Experiences in San Diego

Get on the water for an elegant adventure

Adventuress Luxury Catamaran

San Diego Sailing Tours

Aolani Catamaran Sailing

Triton Catamaran Charters

Seaforth Boat Rentals

Seaforth Yacht Charters

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Luxury Sailing Experiences in San Diego

Get on the water for an elegant adventure

Adventuress Luxury Catamaran

San Diego Sailing Tours

Aolani Catamaran Sailing

Triton Catamaran Charters

Seaforth Boat Rentals

Seaforth Yacht Charters

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