San Diego Sailing Charters

Boat rental with a difference in America’s Finest City

From sightseeing to whale watching, do more with a sailing charter in San Diego. There’s a good reason San Diego is called the finest city, so come find out why with a private boat rental from Sailo.

When it comes to Californian lifestyle, we think San Diego is the city that most encapsulates the Golden State ethos. Year round sunshine? Check. Beaches and surf culture? Check. Laid back but buzzing city? Check. And, of course, lots of opportunity to play on the water with your very own yacht charter!

Whatever experience you’re looking for, sailing in San Diego can mean many things. Serious sailors will love the opportunity to jump on board a classic sailing yacht or catamaran and enjoy that sunshine and sea air. For sightseeing or partying with a difference, charter a private yacht or party boat to see a whole other side of San Diego.

In fact, San Diego is one of the most popular places in the USA to rent a private boat. And with a bareboat, or one of our captained San Diego sailing charters, you’ll be able to explore for an unforgettable day on the water.

 

Harbor or open seas?

San Diego is blessed with a fantastic natural harbor, giving everyone a safe spot to enjoy a private boat rental. Or if you prefer to head out into the open sea, it’s just a short trip around the headland. Take in the skyline of the city and spot sights such as the USS Midway, Cabrillo lighthouse and Ocean Beach pier.<

 

Wildlife and fishing

Down in SoCal, you’ll find yourself in a fisherman’s paradise. If you love game fishing, or if you prefer to catch a glimpse of whales and dolphins in the wild, then you’ll love our San Diego sailing charters.

 

You’ll find everything from a classic sailboat to a luxury motor cruiser in San Diego; so come and find your perfect boat rental in San Diego with Sailo.

 

 

 

Bahia Resort Hotel Marina

Cabrillo Isle Marina

Campland on the Bay Marina

Cortez Fuel Dock

Dana Landing Marina

Dana Landing Fuel Dock

Gold Coast Anchorage

Harbor Island West Fuel Dock

Half Moon Anchorage

Harbor Island West Marina

High Seas Fuel Dock

Hyatt Regency Mission Bay Spa and Marina

Kona Kai Marina

Islandia Hotel Marina

Marina Cortez

Marina Village Marina

Marriott San Diego Marina

Mission Bay Yacht Club

Pearson's Marine

San Diego Yacht Club

San Diego City of: Police Department Harbor Unit

Sea World Marina

Shelter Island Marina

Sheraton San Diego Hotel & Marina

Shelter Cove Marina

Seaforth Marina

Silver Gate Yacht Club

Southwestern Yacht Club

Sunroad Resort Marina

The Bay Club Hotel Marina

The Dana on Mission Bay

Point Loma Marina

Fishing trips on sailing charters

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Southern California is a game fishermans paradise, and a private fishing boat charter in San Diego will be an awesome day to remember. The seas around San Diego are home to bluefin tuna, marlin, barracuda, mako, yellowtail and bass. Your boat captain will be able to suggest the best places to go for the best chance of a great catch, and you might even spot whales and dolphins while you’re waiting for your catch to bite! Who knows, you might even catch tonight’s dinner...

    Suggested Boats

  • Explore San Diego onboard 40' Catalina
    $515 (per ¼ day)

    Explore San Diego onboard 40' Catalina
    San Diego, CA

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  • Enjoy the time of your life
    $1,640 (per ½ day)

    Enjoy the time of your life
    San Diego, CA

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San Diego harbor cruise

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A private harbor cruise is a great way to enjoy an unforgettable day on the water. Sightseeing is always better when you can escape the crowds, and what could be a more unique way to get your USS Midway selfie than from the deck of one of our private San Diego sailing charters? Another option for a harbor cruise in San Diego is for a romantic sunset cruise. With a captained yacht, take your loved one around the bay for an incredible experience on board a luxury motor yacht for the real wow factor.

    Suggested Boats

  • Go into the water or spend your nights on this gorgeous yacht!
    $2,220 (per ½ day)

    Go into the water or spend your nights on this gorgeous yacht!
    San Diego, CA

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Whale and dolphin watching

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There is nothing quite as spectacular as seeing whales in the wild. The waters of South California attract many different species of whales throughout the year, meaning it’s always a good time to go whale watching in San Diego. From orcas to humpback and blue whales, on our our San Diego sailing charters will make a great way to get close to these fantastic creatures. If you don’t spot whales, don’t worry, you’re very likely to spot dolphins on your private sailing trip, who often come up close to say hello.

    Suggested Boats

  • No expense has been spared.The Malarky is the catamaran of choice for customers.
    $1,100 (per ¼ day)

    No expense has been spared.The Malarky is the catamaran of choice for customers.
    San Diego, CA

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  • Spacious, Stable and Comfortable Catamaran
    $800 (per ½ day)

    Spacious, Stable and Comfortable Catamaran
    San Diego, CA

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  • Have fun in San Diego, California onboard perfect small sized sloop
    $515 (per ¼ day)

    Have fun in San Diego, California onboard perfect small sized sloop
    San Diego, CA

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A SoCal boat party!

san-diego-sailing-charters-party-boats

Weddings, bachelor or bachelorettes, birthdays and anniversaries are all much more spectacular when you’re on a boat. Make your big day even more memorable, and choose from our selection of fantastic San Diego party boat rentals. You’ll find San Diego party boats on Sailo that can accommodate anything from a handful of close friends to up to 1200 people. A party boat is also a great venue for a corporate event or other occasion to dazzle your attendees. So if you’re looking for somewhere memorable and unique, take a look at our San Diego sailing charters suitable for parties.

    Suggested Boats

  • 80' Luxury Yacht - San Diego's Premier Yacht
    $6,800 (per ¼ day)

    80' Luxury Yacht - San Diego's Premier Yacht
    San Diego, CA

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  • Enjoy cruising in San Diego on a 72'  classic motor yacht
    $4,500 (per ¼ day)

    Enjoy cruising in San Diego on a 72' classic motor yacht
    San Diego, CA

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  • Explore San Diego on a yacht perfect for parties & events
    $7,425 (per ¼ day)

    Explore San Diego on a yacht perfect for parties & events
    San Diego, CA

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Learn to sail

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If you’ve always wanted to learn to sail, San Diego is absolutely one of the best places to find your sea legs in America. Choose one of our private captained San Diego sailing charters will take you out into either the bay or the open water to explore and help you experience sailing in this beautiful part of the world. With the weather often very favorable, you’ll be able to choose from many options for boat rentals, including classic monohull sail yachts or catamarans. 

    Suggested Boats

  • Enjoy San Diego onboard 40' Catalina
    $515 (per ¼ day)

    Enjoy San Diego onboard 40' Catalina
    San Diego, CA

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  • Experience the Most Exciting Sailing Experience on San Diego Bay
    $1,800 (per ¼ day)

    Experience the Most Exciting Sailing Experience on San Diego Bay
    San Diego, CA

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