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Sailing in San Diego | Tours & Experiences

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Sailing in San Diego | Tours & Experiences

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Full-day Tours Low Last Minute Supplier Cancellation Rate Private and Luxury
Rating Star

5

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180

502 reviews
Location Icon San Diego

San Diego Sailing: An Intimate Bay Adventure

The Small-Group San Diego Afternoon Sailing Excursion offers a personal sailing experience. Limited to six guests, enjoy complimentary refreshments while soaking up the San Diego Bay views. Departure times vary, requires minimum 3 guests. Perfect for friends or a semi-private cruise on a modern sailboat, offering relaxation and scenic beauty.

The Small-Group San Diego Afternoon Sailing Excursion offers a personal sailing experience. Limited to six guests, enjoy complimentary refreshments while soaking up the San Diego Bay views. Departure times vary, requires minimum 3 guests. Perfect for friends or a semi-private cruise on a modern sailboat, offering relaxation and scenic beauty.

From

$ 116

Full-day Tours Low Last Minute Supplier Cancellation Rate Private and Luxury
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Sunset Cruises Sailing Viator Plus
Rating Star

5

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180

559 reviews
Location Icon San Diego

San Diego Sunset Sailing: A Luxurious Coastal Escape

The Small-Group San Diego Sunset Sailing Excursion offers an intimate, three-hour sail on a Catalina sailboat. Limited to six guests, enjoy complimentary refreshments while witnessing the sunset behind Point Loma. Departure times vary, requiring guests to confirm with Sail San Diego post-purchase. Minimum of 3 guests required.

The Small-Group San Diego Sunset Sailing Excursion offers an intimate, three-hour sail on a Catalina sailboat. Limited to six guests, enjoy complimentary refreshments while witnessing the sunset behind Point Loma. Departure times vary, requiring guests to confirm with Sail San Diego post-purchase. Minimum of 3 guests required.

From

$ 127

Sunset Cruises Sailing Viator Plus
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Low Last Minute Supplier Cancellation Rate Top Product Day Cruises
Rating Star

5

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150

142 reviews
Location Icon San Diego

Sail into San Diego's Sunset: A Deluxe Small-Group Adventure

Deluxe Sunset & Day Sail offers an intimate sailing experience in San Diego Bay, accommodating up to six guests. Enjoy stunning sunset views, marine wildlife sightings, and iconic landmarks. Experience personalized service and create unforgettable memories on the water with San Diego Sailing Excursions. Perfect for adventure and relaxation.

Deluxe Sunset & Day Sail offers an intimate sailing experience in San Diego Bay, accommodating up to six guests. Enjoy stunning sunset views, marine wildlife sightings, and iconic landmarks. Experience personalized service and create unforgettable memories on the water with San Diego Sailing Excursions. Perfect for adventure and relaxation.

From

$ 119

Low Last Minute Supplier Cancellation Rate Top Product Day Cruises
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Low Last Minute Supplier Cancellation Rate Top Product Day Cruises
Rating Star

5

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120

550 reviews
Location Icon San Diego

Sunset Serenity: Small-Group Sailing on San Diego Bay

The Small-Group Sunset Sailing Experience on San Diego Bay offers a unique perspective of San Diego's waterfront architecture, landmarks, and sea life. Enjoy a relaxing evening cruise with comfortable amenities and experienced captains. Guests can bring their own food and drinks to personalize the experience, creating unforgettable memories.

The Small-Group Sunset Sailing Experience on San Diego Bay offers a unique perspective of San Diego's waterfront architecture, landmarks, and sea life. Enjoy a relaxing evening cruise with comfortable amenities and experienced captains. Guests can bring their own food and drinks to personalize the experience, creating unforgettable memories.

From

$ 109

Low Last Minute Supplier Cancellation Rate Top Product Day Cruises
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Historical Tours Spring Break Low Last Minute Supplier Cancellation Rate
Rating Star

5

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150

67 reviews
Location Icon San Diego

Sail San Diego Bay Aboard a Classic Yacht: An Unforgettable Afternoon

Experience an afternoon sail on San Diego Bay aboard 'Liberty,' a replica of a 1904 gaff rigged friendship sloop. Captain Phil, with 50 years of experience, offers breathtaking views, local history, and photo opportunities. Enjoy refreshments, including craft beer and wine, on this family-owned, personalized tour. Book all six seats for a private experience.

Experience an afternoon sail on San Diego Bay aboard 'Liberty,' a replica of a 1904 gaff rigged friendship sloop. Captain Phil, with 50 years of experience, offers breathtaking views, local history, and photo opportunities. Enjoy refreshments, including craft beer and wine, on this family-owned, personalized tour. Book all six seats for a private experience.

From

$ 115

Historical Tours Spring Break Low Last Minute Supplier Cancellation Rate
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Historical Tours Spring Break Low Last Minute Supplier Cancellation Rate
Rating Star

5

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150

295 reviews
Location Icon San Diego

San Diego Sunset: Sail Away on a Classic Yacht Adventure!

Enjoy An Unforgettable Sunset Aboard A Classic Sailing Yacht! Experience San Diego Bay's beauty on 'Liberty', a replica 1904 sloop. Captain Phil shares breathtaking views, local history, and photo ops. Relax with refreshments on this personalized, family-owned tour.Perfect for small groups seeking an excellent quality sunset cruise.

Enjoy An Unforgettable Sunset Aboard A Classic Sailing Yacht! Experience San Diego Bay's beauty on 'Liberty', a replica 1904 sloop. Captain Phil shares breathtaking views, local history, and photo ops. Relax with refreshments on this personalized, family-owned tour.Perfect for small groups seeking an excellent quality sunset cruise.

From

$ 125

Historical Tours Spring Break Low Last Minute Supplier Cancellation Rate
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Full-day Tours Adventure Tours Day Cruises
Rating Star

5

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150

51 reviews
Location Icon San Diego

San Diego Bay Adventure: Private Sailing for Unforgettable Family Moments

Embark on a private day sailing adventure in San Diego, perfect for families seeking quality time. Explore landmarks like the US Midway and Coronado Bridge. Enjoy stronger winds for an exhilarating sail. Take the helm with guidance from the captain. Create lasting memories on this family-oriented tour.

Embark on a private day sailing adventure in San Diego, perfect for families seeking quality time. Explore landmarks like the US Midway and Coronado Bridge. Enjoy stronger winds for an exhilarating sail. Take the helm with guidance from the captain. Create lasting memories on this family-oriented tour.

From

$ 80

Full-day Tours Adventure Tours Day Cruises
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Full-day Tours Adventure Tours Low Last Minute Supplier Cancellation Rate
Rating Star

5

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150

48 reviews
Location Icon San Diego

San Diego Bay: Deluxe Day Sail Adventure

Deluxe Day Sail in San Diego offers personalized sailing experiences on San Diego Bay. Enjoy adventure and relaxation with a passionate crew and eco-friendly practices. Experience unique moments aboard, exploring San Diego, Belize, with provided refreshments for an unforgettable eco-conscious sailing adventure.

Deluxe Day Sail in San Diego offers personalized sailing experiences on San Diego Bay. Enjoy adventure and relaxation with a passionate crew and eco-friendly practices. Experience unique moments aboard, exploring San Diego, Belize, with provided refreshments for an unforgettable eco-conscious sailing adventure.

From

$ 119

Full-day Tours Adventure Tours Low Last Minute Supplier Cancellation Rate
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Adventure Tours Sailing Private Sightseeing Tours
Rating Star

5

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150

64 reviews
Location Icon San Diego

San Diego Sunset Sailing: A Private Coastal Dream for Your Crew

Experience a private 2.5-hour sunset sailing tour in San Diego Bay, accommodating up to 12 guests. Sea Monkey Adventures offers a family-friendly experience sailing between downtown and Coronado, enjoying calm waters and fiery sunset reflections. Enjoy snacks and sodas while creating unforgettable memories on this tour.

Experience a private 2.5-hour sunset sailing tour in San Diego Bay, accommodating up to 12 guests. Sea Monkey Adventures offers a family-friendly experience sailing between downtown and Coronado, enjoying calm waters and fiery sunset reflections. Enjoy snacks and sodas while creating unforgettable memories on this tour.

From

$ 90

Adventure Tours Sailing Private Sightseeing Tours
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Low Last Minute Supplier Cancellation Rate Likely to Sell Out Day Cruises
Rating Star

5

Clock Icon

120

134 reviews
Location Icon San Diego

San Diego Bay Yachting: A Family-Friendly Sailing Adventure

The Small-Group Yacht Sailing Experience on San Diego Bay offers a family-friendly sailing adventure, showcasing San Diego's highlights. Enjoy potential sea lion and dolphin sightings while sailing from Safeharbor Sunroad Marina. Complimentary beverages are provided onboard. Book all 6 seats for a private experience.

The Small-Group Yacht Sailing Experience on San Diego Bay offers a family-friendly sailing adventure, showcasing San Diego's highlights. Enjoy potential sea lion and dolphin sightings while sailing from Safeharbor Sunroad Marina. Complimentary beverages are provided onboard. Book all 6 seats for a private experience.

From

$ 90

Low Last Minute Supplier Cancellation Rate Likely to Sell Out Day Cruises
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Low Last Minute Supplier Cancellation Rate Romantic Tours Top Product
Rating Star

5

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90

33 reviews
Location Icon Newport Beach

Newport Bay Bliss: Private Picnic Cruise at Sunset

The Boat People Cruise offers intimate harbor cruises in Newport Beach. Enjoy panoramic views and contagious laughter on a private sailboat for up to four guests. Bring your own food and drinks for a personalized picnic at sea. Choose from sunrise, afternoon, sunset, or romantic twilight cruises.

The Boat People Cruise offers intimate harbor cruises in Newport Beach. Enjoy panoramic views and contagious laughter on a private sailboat for up to four guests. Bring your own food and drinks for a personalized picnic at sea. Choose from sunrise, afternoon, sunset, or romantic twilight cruises.

From

$ 100

Low Last Minute Supplier Cancellation Rate Romantic Tours Top Product
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Involves Animals Low Last Minute Supplier Cancellation Rate Likely to Sell Out
Rating Star

5

Clock Icon

150

49 reviews
Location Icon San Diego

San Diego Catamaran Adventure: Sail, Sun & Sea Life

The 2.5 Hour Catamaran Sail Adventure offers a memorable San Diego experience. Enjoy comfortable sailing on a stable catamaran with bow nets for sunbathing and sea life viewing. This small-group tour ensures a personalized experience, escaping the crowds for an exhilarating ride on the water.

The 2.5 Hour Catamaran Sail Adventure offers a memorable San Diego experience. Enjoy comfortable sailing on a stable catamaran with bow nets for sunbathing and sea life viewing. This small-group tour ensures a personalized experience, escaping the crowds for an exhilarating ride on the water.

From

$ 119

Involves Animals Low Last Minute Supplier Cancellation Rate Likely to Sell Out
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Adventure Tours Sailing Private Sightseeing Tours
Rating Star

5

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150

29 reviews
Location Icon San Diego

Set Sail on a San Diego Wildlife Adventure: Private Morning Sail

Experience San Diego's beauty with a private morning sail for up to 12 guests. Spot wildlife near Point Loma in calm waters. Perfect for families seeking quality time, creating lasting memories with snacks, drinks, and cozy blankets provided. An accessible sailing experience that is great for all skill levels.

Experience San Diego's beauty with a private morning sail for up to 12 guests. Spot wildlife near Point Loma in calm waters. Perfect for families seeking quality time, creating lasting memories with snacks, drinks, and cozy blankets provided. An accessible sailing experience that is great for all skill levels.

From

$ 235

Adventure Tours Sailing Private Sightseeing Tours
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Low Last Minute Supplier Cancellation Rate On the Water Top Product
Rating Star

5

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150

158 reviews
Location Icon San Diego

Sunset Bliss: Catamaran Sail in San Diego

The '2.5 Hours of Fun: Catamaran Sunset Sail' offers a relaxed sailing experience off San Diego,Belize. Enjoy lounging on bow nets, spotting sea life, and comfortable seating suitable for all ages. This small-group adventure avoids touristy crowds, emphasizing relaxation and unwinding on the water with alcoholic beverages and blankets included.

The '2.5 Hours of Fun: Catamaran Sunset Sail' offers a relaxed sailing experience off San Diego,Belize. Enjoy lounging on bow nets, spotting sea life, and comfortable seating suitable for all ages. This small-group adventure avoids touristy crowds, emphasizing relaxation and unwinding on the water with alcoholic beverages and blankets included.

From

$ 119

Low Last Minute Supplier Cancellation Rate On the Water Top Product
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Full-day Tours Low Last Minute Supplier Cancellation Rate Day Cruises
Rating Star

5

Clock Icon

120

20 reviews
Location Icon San Diego

San Diego Morning Sail: Breathtaking Bay Views & Refreshments!

The 2-Hour Morning Sail in San Diego offers a semi-private, intimate sailing experience. Limited to six guests, the Catalina sailboat glides through San Diego Bay, showcasing Point Loma and the downtown waterfront. Enjoy complimentary drinks and snacks while soaking in the serene morning atmosphere. Perfect for small groups!

The 2-Hour Morning Sail in San Diego offers a semi-private, intimate sailing experience. Limited to six guests, the Catalina sailboat glides through San Diego Bay, showcasing Point Loma and the downtown waterfront. Enjoy complimentary drinks and snacks while soaking in the serene morning atmosphere. Perfect for small groups!

From

$ 95

Full-day Tours Low Last Minute Supplier Cancellation Rate Day Cruises
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Adventure Tours Private and Luxury Sailing
Rating Star

5

Clock Icon

150

16 reviews
Location Icon San Diego

Sail Away: San Diego Bay's Scenic Sailing Adventure!

The San Diego Bay Sailing Tour offers an intimate sailing experience on San Diego Bay. Limited to six guests, the tour showcases landmarks like the USS Midway and Coronado Bridge. Enjoy complimentary refreshments while spotting wildlife and participating in sailing, this tour provides relaxation and sightseeing. It's an excellent quality experience with a personal touch.

The San Diego Bay Sailing Tour offers an intimate sailing experience on San Diego Bay. Limited to six guests, the tour showcases landmarks like the USS Midway and Coronado Bridge. Enjoy complimentary refreshments while spotting wildlife and participating in sailing, this tour provides relaxation and sightseeing. It's an excellent quality experience with a personal touch.

From

$ 95

Adventure Tours Private and Luxury Sailing
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Adventure Tours Eco Tours Private and Luxury
Rating Star

5

Clock Icon

120

188 reviews
Location Icon San Diego

Sail Away in Style: San Diego Bay Luxury Sailing Tour!

Experience San Diego's beauty aboard a luxurious Catalina 34' sailboat. This small group tour offers breathtaking views of the bay and coastal waterways. Discover marine life and San Diego's landmarks while enjoying fresh air, snacks and BYOB. A unique and unforgettable sailing adventure.

Experience San Diego's beauty aboard a luxurious Catalina 34' sailboat. This small group tour offers breathtaking views of the bay and coastal waterways. Discover marine life and San Diego's landmarks while enjoying fresh air, snacks and BYOB. A unique and unforgettable sailing adventure.

From

$ 119

Adventure Tours Eco Tours Private and Luxury
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Day Cruises Sailing Sightseeing Cruises
Rating Star

5

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240

11 reviews
Location Icon San Diego

Set Sail on a Luxurious San Diego Bay Private Yacht Charter!

Embark on a '4 Hour Private Sail' in San Diego, accommodating up to six guests. Enjoy a customizable journey on a vintage yacht, guided by an experienced captain. Discover marine life and iconic landmarks like Point Loma and Coronado Island. A unique, intimate sailing adventure perfect for sightseeing and creating lasting memories.

Embark on a '4 Hour Private Sail' in San Diego, accommodating up to six guests. Enjoy a customizable journey on a vintage yacht, guided by an experienced captain. Discover marine life and iconic landmarks like Point Loma and Coronado Island. A unique, intimate sailing adventure perfect for sightseeing and creating lasting memories.

From

$ 1100

Day Cruises Sailing Sightseeing Cruises
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Food & Drink Low Last Minute Supplier Cancellation Rate Fishing Charters
Rating Star

5

Clock Icon

120

11 reviews
Location Icon Carlsbad

Oceanside Sailing Adventure: Whales, Dolphins & Coastal Views!

Experience Oceanside Sailing with Whales and Dolphins! Aboard the luxurious Song of David, enjoy an upscale sailing adventure. Observe dolphins from the special bow seat and possibly whales. Charcuterie and champagne options enhance the experience. Unforgettable memories await on this unique coastal journey.

Experience Oceanside Sailing with Whales and Dolphins! Aboard the luxurious Song of David, enjoy an upscale sailing adventure. Observe dolphins from the special bow seat and possibly whales. Charcuterie and champagne options enhance the experience. Unforgettable memories await on this unique coastal journey.

From

$ 130

Food & Drink Low Last Minute Supplier Cancellation Rate Fishing Charters
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Likely to Sell Out Likely To Sell Out Sailing
Rating Star

5

Clock Icon

120

7 reviews
Location Icon San Diego

San Diego Bay Private Sailing: Family Fun & Scenic Views!

Enjoy a private San Diego Bay sailing experience for up to 8 guests. Perfect for families and friends, sail past the skyline and naval station, spotting wildlife. Relax, learn to sail, and bring your own refreshments for a memorable day on the water. Likely to Sell Out! Private Sightseeing Tours, Water Tours

Enjoy a private San Diego Bay sailing experience for up to 8 guests. Perfect for families and friends, sail past the skyline and naval station, spotting wildlife. Relax, learn to sail, and bring your own refreshments for a memorable day on the water. Likely to Sell Out! Private Sightseeing Tours, Water Tours

From

$ 599

Likely to Sell Out Likely To Sell Out Sailing