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Top San Diego Sailing

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13 results | All San Diego Tours

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San Diego Whale Watching Cruise

San Diego Whale Watching Cruise

star-5
387
Go whale watching from San Diego aboard a replica of a historic sailing schooner that won the world’s first America’s Cup sailing competition in 1851. Throughout your cruise, your expert guide shares informative commentary about gray whales, dolphins, and other marine animals, along with details about the US Navy sites you pass as you head out on the Pacific Ocean.
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  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
From
$85.00
Taking safety measures

Classic Sunset Sail in San Diego

Classic Sunset Sail in San Diego

star-5
68
Watch the sun set over San Diego during an all-inclusive small-group cruise aboard a classic sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and USS Midway, and look for sea lions, dolphins, and other wildlife around San Diego Harbor on the 2.5-hour cruise.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$110.00
From
$110.00
Taking safety measures

Small-Group San Diego Afternoon Sailing Excursion

Small-Group San Diego Afternoon Sailing Excursion

star-5
204
Enjoy a sailing adventure on a Catalina-style sailboat with just six people for a comfortable, semi-private experience (or, find five friends and fill up the whole boat). Sail in San Diego Harbor during the day. Sit back and relax to enjoy the water views while enjoying complimentary beer, wine, soft drinks and snacks.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$107.67
From
$107.67
Taking safety measures

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Small-Group San Diego Sunset Sailing Excursion

Small-Group San Diego Sunset Sailing Excursion

star-5
186
Sail into the setting sun aboard a Catalina style sailboat during this intimate cruise with a small group. Feel like you have the ship all to yourself on this trip that’s limited to just 12 total guests, watching as the last rays of the sun drop into the glistening waves. Enjoy the included beer, wine, soft drinks and snacks during the ride, as well as jackets and wind gear in case you get cold. You can even plug in your own music to add to the fun. Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$107.67
From
$107.67
Taking safety measures

Luxury Catamaran Sailing Charter of San Diego

Luxury Catamaran Sailing Charter of San Diego

star-5
52
Set sail from San Diego on your own private sailboat cruise that can accommodate up to 12 people. Depart from the Hyatt Regency Mission Bay and glide out to the Pacific Ocean, passing landmarks like Sunset Cliffs Natural Park, Pacific Beach, La Jolla, and Ocean Beach Pier. Get great views of southern California’s landscape and wildlife, and feel free to bring your own refreshments and music to customize your cruise.
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  • 2 to 8 hours
  • Free Cancellation
From
$1,173.34
per group
From
$1,173.34
per group

Sail Stars and Stripes America's Cup Racing Yacht in San Diego

Sail Stars and Stripes America's Cup Racing Yacht in San Diego

star-5
58
Cruise around San Diego bay aboard an authentic 1992 America’s Cup racing yacht and travel at twice the speed of the average sailboat. The Stars and Stripes USA-11 is one of the fastest and best known America’s Cup racing yachts. It was designed and built to be raced in San Diego, and has been restored to pristine condition. Take a turn at the helm and join in grinding the winches to raise and trim the sails.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$125.00
From
$125.00
Taking safety measures

Affordable, Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

Affordable, Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

star-5
56
This is a personal tour from one to six passengers that is engaging and diverse tailored to the specific selected tour option(s) Both private and mixed tours are available.
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  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From
$112.20
From
$112.20
Taking safety measures

Luxury Sunset Sail Experience on San Diego Bay - Small Group

Luxury Sunset Sail Experience on San Diego Bay - Small Group

star-5
27
Set sail at one of the best times of day—sunset—during this San Diego Bay cruise. Board a comfortable sailing yacht and cruise along San Diego's coastline, taking in views of the scenic waterfront, military vessels, and historical landmarks. Catch sight of marine life and enjoy spectacular photo ops. Gorgeous sunset views and Wine makes this tour a great choice for couples or travelers celebrating a special occasion.
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  • 2 hours
From
$119.00
From
$119.00

San Diego Day Sail

San Diego Day Sail

star-5
2
Sail Liberty offers the unforgettable experience of a beautiful sailboat touring adventure aboard a traditional sailing yacht. Our replica 1904 Yacht, offers excellent sailing for small group harbor tours and a remarkable sunset cruise all the while using traditional sailing techniques aboard a classic vessel unlike any other in San Diego.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$117.34
From
$117.34
Taking safety measures

Sunset Sailing Tour of San Diego Bay up to 6 Guests

Sunset Sailing Tour of San Diego Bay up to 6 Guests

star-5
1
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sunset sailing boat charter and stretch out in the San Diego sunshine with a trusty skipper at the helm, A sunset sailing boat tour on San Diego Bay with Pacifica Sailing Charters is the perfect sailing experience for you and your guests. With over 20 years of boating on San Diego Bay and the waters surrounding the San Diego harbor, our sunset boat charters and sunset sailing boat tours are rated #1 on Google, Yelp, and TripAdvisor.
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  • 2 hours
  • Taking safety measures
From
$500.00
From
$500.00
Taking safety measures

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

star-3.5
2
A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sailing boat charter and stretch out in the San Diego sunshine with a trusty skipper at the helm, Choose from several types of yacht charters, catamaran cruises, sailboats, and powered luxury yachts. A sailing boat tour on San Diego Bay with Pacifica Sailing Charters is the perfect sailing experience for you and your guests. . With over 20 years of boating on San Diego Bay and the waters surrounding the San Diego harbor, our boat charters and sailing boat tours are rated #1 on Google, Yelp, and TripAdvisor...
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  • 2 hours
  • Taking safety measures
From
$533.34
From
$533.34
Taking safety measures

Bachelorette Sailing Party on San Diego Bay up to 12 Guests

Bachelorette Sailing Party on San Diego Bay up to 12 Guests

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Lions, Dolphins and Whales. Whether you need a classic sailboat or catamaran for your Bachelorette Party, we can provide a private catamaran that is roomy, comfortable and stable. Much heavier than traditional boats today, Sea Esta will provide a steady, smooth sail no matter what the conditions. This large and stable catamaran is perfect for sightseeing around San Diego Bay and the perfect bachelorette party yacht for you and your guests.
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  • 2 hours
  • Taking safety measures
From
$1,200.00
per group
From
$1,200.00
per group
Taking safety measures

Private 2 Hour Day Sail

Private 2 Hour Day Sail

Sail the magnificent San Diego Bay on this private cruise aboard a restored 1934 sailboat. A personalized alternative to crowded group outings, the cruise can be tailored to you; help sail the boat, or just relax on deck enjoying included drinks and snacks. With service from a captain and two crew members, you’ll cruise past San Diego landmarks from the Coronado Bridge to the Embarcadero.
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  • 2 to 4 hours
  • Free Cancellation
From
$920.00
per group
From
$920.00
per group

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