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The Best Sailing Charter in San Diego California

Board as a Passenger, Depart as a Cruiser

Daily Sailing Adventures!

Dreaming of a fun sailing adventure? Planning a celebration? Want to give a memorable gift? Whatever you have in mind, our San Diego sailing charter service will deliver in spades. We welcome individuals, couples, families and large groups. If you have a special request, contact us. We will make every effort to accommodate your needs.

  • Enjoy a special time with your family, spouse or date
  • Propose in style with a sunset sail
  • Say ” I do” at sea with our wedding/reception options
  • Celebrate graduations, birthdays, anniversaries and more
  • Reward your team or impress corporate clients
  • Discover whales, dolphins and other sea life

Ready to explore your sailing charter options? Check availability for our SUNSET SAIL and NOONTIME SAIL now.

Book Now!

  • Most Popular!

Venere – Private Yacht Charter

2 to 8 Hour Sail | Up to 6 People

Private charter options start with a 2 hour sail that includes icy cold wine, beer, soda, snacks and bottled water. Private charters are typically booked for romantic getaways, birthday parties, proposals, a corporate events or any other type of special event!

Venere – Private Yacht Charter

Private charter options start with a 2 hour sail that includes icy cold wine, beer, soda, snacks and bottled water. Private charters are typically booked for romantic getaways, birthday parties, proposals, a corporate events or any other type of special event!

From $254.97 Learn More »
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  • Biggest In Mission Bay!

Spirit – Private Yacht Charter

Private Sailing Adventures with Spirit - The Largest Sailing Charter in Mission Bay!

Welcome aboard the largest luxurious sailing yacht in Mission Bay, SPIRIT! A Beautiful 54 foot Bruce Roberts Ketch.

Spirit – Private Yacht Charter

Welcome aboard the largest luxurious sailing yacht in Mission Bay, SPIRIT! A Beautiful 54 foot Bruce Roberts Ketch.

From $649 $449 Learn More »
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  • San Diego Bay

JADA Private Charters

San Diego Bay Sailing is the BEST! See all the highlights of San Diego Bay in comfort and safety onboard the historic Sailing Vessel JADA.

Private group charters are for all festive occasions or celebrations including wedding cruises, anniversaries, birthdays, graduations, bachelor – bachelorette and retirement, San Diego private dinner cruises and many others. Pirate theme parties are a favorite for kids of all ages! Arrrrgh!

JADA Private Charters

Private group charters are for all festive occasions or celebrations including wedding cruises, anniversaries, birthdays, graduations, bachelor – bachelorette and retirement, San Diego private dinner cruises and many others. Pirate theme parties are a favorite for kids of all ages! Arrrrgh!

From $550.00 Learn More »
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  • New

Rockin Dock Hop

Rockin Dock Hop is a great way to checkout Mission Bays favorite bars and restaurant, plus sample their signature drinks…

Rockin Dock Hop is a great way to checkout Mission Bays favorite bars and restaurant, plus sample their signature drinks and food. The Captain makes 2 rocking dock stops, where you will hop off to hop into a Mission Bay spotlight. Then cruise off to find another of the Captain’s favorite places to enjoy. This is a great way to celebrate: Bachelor/Bachelorette parties Birthday parties Anniversaries of any kind

Rockin Dock Hop

Rockin Dock Hop is a great way to checkout Mission Bays favorite bars and restaurant, plus sample their signature drinks and food. The Captain makes 2 rocking dock stops, where you will hop off to hop into a Mission Bay spotlight. Then cruise off to find another of the Captain’s favorite places to enjoy. This is a great way to celebrate: Bachelor/Bachelorette parties Birthday parties Anniversaries of any kind

From $82.00 Learn More »
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  • Big Boat Sailing

Spirit – Big Boat Sailing

Big Boat Sailing

Ocean Sailing Adventures - It's one of the TOP 10 THINGS to do in San Diego! Ocean sailing is a fun time for everyone, from families to couples and individuals seeking to experience the beautiful blue waters of San Diego and the Pacific ocean.

Spirit – Big Boat Sailing

Ocean Sailing Adventures - It's one of the TOP 10 THINGS to do in San Diego! Ocean sailing is a fun time for everyone, from families to couples and individuals seeking to experience the beautiful blue waters of San Diego and the Pacific ocean.

From $69.00 Learn More »
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  • Its Fast!

Shock Wave – Mission Bay Cruising

Mission Bay Bay Cruising

Our beautiful 29 foot Chaparral, a high quality speed boat, named Shock Wave, will be your charite on the water as you and your family or friends enjoy the sites and sounds of Mission Bay in San Diego.

Shock Wave – Mission Bay Cruising

Our beautiful 29 foot Chaparral, a high quality speed boat, named Shock Wave, will be your charite on the water as you and your family or friends enjoy the sites and sounds of Mission Bay in San Diego.

From $300.00 Learn More »
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  • San Diego Bay

Woosah – Private Charters

Sailing San Diego Bay

Sailing in San Diego Bay is an awesome way to spend an afternoon in San Diego. Whether you want to go on an exciting adventure where you take the wheel, or if you just prefer to stretch out in the San Diego sunshine with a trusty skipper at the helm, this is the perfect sailing experience for you. There’s plenty of room to explore and everyone gets a chance at the wheel if they feel adventurous.

Woosah – Private Charters

Sailing in San Diego Bay is an awesome way to spend an afternoon in San Diego. Whether you want to go on an exciting adventure where you take the wheel, or if you just prefer to stretch out in the San Diego sunshine with a trusty skipper at the helm, this is the perfect sailing experience for you. There’s plenty of room to explore and everyone gets a chance at the wheel if they feel adventurous.

From $520.00 Learn More »
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Fantastic Reviews!

Read Stacey W.‘s review of Gone Sailing on Yelp

Gone Sailing Charters: Best Sailing in U.S.A. featured on MyVacationPages

Phone (619) 637-3038 Phone (844) 735-7245
Map Marker

1441 Quivira Rd “A” Dock San Diego, CA 92109

Standard Terms for Yacht Mangement

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