Recent Searches
Clear

Top San Diego Sailing

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in San Diego. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Select Dates
Dates
Water Tours
Day Cruises
Sunset Cruises
Sightseeing Cruises
Shore Excursions
Private Sightseeing Tours
Half-day Tours
Sightseeing Tours
Private and Luxury
Catamaran Cruises
On the Water
4WD Tours
Motor Sports
Full-day Tours
Ports of Call Tours
Audio Guides
Whale Watching
Dolphin Watching

21 results | All San Diego Tours

Sort by: Featured

San Diego Whale Watching Cruise
Likely to Sell OutLikely to Sell Out

San Diego Whale Watching Cruise

star-5
610
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.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
From
$85.00
Taking safety measures

Classic Sunset Sail in San Diego
Likely to Sell OutLikely to Sell Out

Classic Sunset Sail in San Diego

star-5
101
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.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$125.00
From
$125.00
Taking safety measures

Small-Group San Diego Sunset Sailing Excursion
Likely to Sell OutLikely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

star-5
217
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$107.67
From
$107.67
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
88
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.
More
  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From
$119.00
From
$119.00
Taking safety measures

Small-Group San Diego Afternoon Sailing Excursion
Likely to Sell OutLikely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

star-5
219
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$107.67
From
$107.67
Taking safety measures

America's Cup Sailing in San Diego
Likely to Sell OutLikely to Sell Out

America's Cup Sailing in San Diego

star-5
71
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$125.00
From
$125.00
Taking safety measures

Luxury Sunset Sail Experience on San Diego Bay - Small Group
Likely to Sell OutLikely to Sell Out

Luxury Sunset Sail Experience on San Diego Bay - Small Group

star-5
48
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.
More
  • 2 hours
  • Free Cancellation
From
$119.00
From
$119.00

San Diego Day Sail

San Diego Day Sail

star-5
13
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.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$95.00
From
$95.00
Taking safety measures

San Diego Harbor Cruise

San Diego Harbor Cruise

star-4.5
743
Spend a few hours relaxing, sunbathing and sightseeing in the placid waters just off San Diego during this 1 or 2 hour San Diego Harbor cruise. Sit back and relax as you take in a fully-narrated tour, offering top-notch sight lines of the San Diego skyline, a cruise under Coronado Bridge, a look at the bustling US Naval fleet and a chance to spot some of the harbor’s resident sea lions. Choose between 1 and 2 hour cruise options, offering you two trips to fit your schedule and interests.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$28.00
From
$28.00
Taking safety measures

San Diego Bay Jet Boat Ride

San Diego Bay Jet Boat Ride

star-5
170
Zoom around the waters of San Diego Bay on a jet boat ride that provides speed, splashes, and spins. As you race through the scenic waterway, your captain points out landmarks including the USS Midway, Coronado Island, Seaport Village, the Embarcadero, and the city skyline. Hang on as your captain takes your boat into power slides, 360-degree spins and other thrilling maneuvers—a high-octane twist on sightseeing in San Diego.
More
  • 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$32.00
From
$32.00
Taking safety measures

Private Sailing Charter on San Diego Bay

Private Sailing Charter on San Diego Bay

star-4.5
11
Sail the lovely waters off San Diego on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing the sights like the Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$480.00
per group
From
$480.00
per group
Taking safety measures

2-Hour Private Sunset Sailing Experience in San Diego

2-Hour Private Sunset Sailing Experience in San Diego

star-3
1
S/V Vision is a world class cruiser. You can search through-out the country and not find an opportunity to sail this class/level yacht. Most sailing charters are on older yachts not maintained to ocean crossing standards. The Tayana 48 is designed by Robert Perry, his yachts are some of the finest designs ever built. When you sail on a Robert Perry design you quickly realize you're sailing the "Bentley" of yachts. If your a sailor or are thinking of taking up sailing this is a must sail yacht. Don't pass on the change of a life time. The yacht, the sunset, the adventure, it's yours onboard S/V Vision!
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$750.00
per group
From
$750.00
per group
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.
More
  • 2 hours
  • Taking safety measures
From
$600.00
From
$600.00
Taking safety measures

The 3 Hour Tour
Likely to Sell OutLikely to Sell Out

The 3 Hour Tour

star-5
1
A fully restored 70 foot private sailing ship for your own private group of upto 12. We can comfortably accommodate 12 passengers, we have a bluetooth stereo, and a immaculate interior belowdecks. There is a clean restroom belowdecks and we have a tremendous crew. You will have a Captain and two crew on board to assist with all the sailing, answer any questions, and to assist you in anything needed. If you would like you can assist in hoisting and trimming sail, or, you can sit back and enjoy a cold beverage and some salami, cheese, and crackers.
More
  • 3 hours
  • Free Cancellation
From
$1,349.34
per group
From
$1,349.34
per group

Luxury Sailing Experience on San Diego Bay - Small Group - Afternoon

Luxury Sailing Experience on San Diego Bay - Small Group - Afternoon

star-5
11
A boat ride in San Diego Bay offers the perfect vantage point from which to view the city’s Skyline. This luxury sailing adventure on a 40-foot yacht lets visitors take in the sights in comfort and privacy, the perfect activity for those seeking an extra special addition to their San Diego trip.
More
  • 2 hours
  • Free Cancellation
From
$95.00
From
$95.00

STERLING SAILS 2 Hour Private Sailing Experience in San Diego Bay

STERLING SAILS 2 Hour Private Sailing Experience in San Diego Bay

star-5
11
Sailing is an art, an adventure, and a great way to relax. Weather you're throwing a special event or you just want to get back to nature, the sea is the place to be. Sailing yacht 'Mojave' is the perfect place for birthday parties, anniversaries, family vacations, engagements, or just a tour of the bay. Join Captain Liz on a trip to see the icon sites of San Diego such as The USS Midway aircraft carrier, The Star of India, The Coranado Bridge, or just say hello to the sea lions. Sailors have crossed oceans to explore new places for thousands of years. The Vikings sailed to North America around 1,000 years ago! Keep the ancient tradition of sailing alive and book your trip today for legendary fun in the sun with the whole family. There are complementary snacks and beverages on board. I can even make the party special for your event with balloons, party decorations or whatever you want. It's 2021, time for some fun!!!
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$525.00
per group
From
$525.00
per group
Taking safety measures

Private Sailing Adventures with Gone Sailing
Likely to Sell OutLikely to Sell Out

Private Sailing Adventures with Gone Sailing

star-4.5
10
Avoid the stress of being on a loud and crowded boat by opting to charter a private yacht instead. Admire the beauty of the San Diego coastline and get the chance to spot marine life such as whales or dolphins. Stay hydrated along the way with bottled water included, as well as snacks too.
More
  • 2 hours
  • Free Cancellation
From
$580.00
per group
From
$580.00
per group

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...
More
  • 2 hours
  • Taking safety measures
From
$600.00
From
$600.00
Taking safety measures

Private 3-Hour Sunset Sailing Cruise in San Diego Bay

Private 3-Hour Sunset Sailing Cruise in San Diego Bay

star-5
1
This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit. During the warm summer months, we'll anchor off of Coronado Island and you and your friends can dive into the bay for a swim. In late winter and spring, we can take to the Pacific Ocean and watch for whales, dolphins and seals off the coast of San Diego. Our Captain and crew are fun, experienced and knowledgeable. The yacht is flawless, comfortable and very well appointed. When we return to the dock, you won't want to leave.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$1,800.00
per group
From
$1,800.00
per group
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.
More
  • 2 hours
  • Taking safety measures
From
$1,500.00
per group
From
$1,500.00
per group
Taking safety measures

Private 2 Hour Day Sail
Likely to Sell OutLikely to Sell Out

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.
More
  • 2 to 4 hours
  • Free Cancellation
From
$920.00
per group
From
$920.00
per group

Filters

Frequently Asked Questions