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Sailing in and near San Diego, CA


$269.10 for a BYOB Booze Cruise for Up to Four People at Pacifica Sailing Charters ($480 Value)
$269.10 for a BYOB Booze Cruise for Up to Four People at Pacifica Sailing Charters ($480 Value)

BYOB booze cruise invites passengers to sip beer, wine, or spirits while taking in the sights of San Diego Bay and surrounding waters

1880 Harbor Island Drive, San Diego 2.9 mi
4.8
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217 Ratings
$480.00 $299.00$269.10
 Sale Ends 1/23
Two-Hour BYOB Booze Cruise for Up to Four
Champagne Booze Cruise on Private Catamaran Charter for 4,6 or 8 at Pacifica Sailing Charters (Up to 49% Off)
Champagne Booze Cruise on Private Catamaran Charter for 4,6 or 8 at Pacifica Sailing Charters (Up to 49% Off)

Relax while sipping Champagne and watching dolphins & seals; enjoy a sunset trip with views of the bay & downtown

1880 Harbor Island Drive, San Diego 2.9 mi
4.8
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217 Ratings
$750.00 $480.00$454.50
 Sale Ends 1/23
2-Hour Captained Private Charter with Champagne and Snacks for Four
Private Sailing Tour from Oceanquest Sailing Adventures (Up to 59% Off). Two Options Available.
Private Sailing Tour from Oceanquest Sailing Adventures (Up to 59% Off). Two Options Available.

Passengers take a sailing trip on a private yacht to enjoy picturesque 360-degree views of San Diego skyline

4800 North Harbor Drive, San Diego 3.8 mi
4.3
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6 Ratings
$480.00 $225.00$202.50
 Sale Ends 1/23
Two-Hour Private Day Sailing Tour for Four; Valid Monday – Thursday
Sunset Cruise from Oceanquest Sailing Adventures (Up to 63% Off). Six Options Available.
Sunset Cruise from Oceanquest Sailing Adventures (Up to 63% Off). Six Options Available.

Passengers take a sailing trip on a private yacht to enjoy picturesque 360-degree views of San Diego during sunset

4800 North Harbor Drive, San Diego 3.8 mi
4.3
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6 Ratings
$600.00 $259.00$220.15
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Two-Hour Sunset Cruise, Valid Monday – Thursday
Luxury Catamaran Sailing Charter of San Diego
Luxury Catamaran Sailing Charter of San Diego

The Malarky is a 47' Luxury Catamaran, the largest in Mission Bay. Our on-board Captain and Crew will assist you with any needs while you enjoy adventuring Mission Bay, and the Southern California Coastline.

Port Lounge

Indoors or outdoors the Malarky has plenty of space to entertain and dine. The indoor dining area is located on the port side, surrounded by comfortable lounge cushions, beautiful wood work, large windows, allowing you to dine in style.

Starboard Lounge

Relax in the spacious lounge area located inside the cabin on the starboard side. Enjoy the beautiful craftsmanship, comfortable lounge cushions, coffee table, inviting window light, calling you to slow down and relax in style.

Aft Deck

Entertain outside with a view and the cool sea air. The aft dining area offers plenty of comfortable shaded seating with a large table.

State Rooms

Equipped with 4 modern decorated State Rooms with flat screen televisions in each - with restrooms on both sides of the boat.

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5.0
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1 Ratings
$660.00
Luxury Catamaran Sailing Charter of San Diego


$587.60 for Two-Hour Private Sunset Tour of the San Diego Bay from Adventure RIB Rides ($734 Value)
$587.60 for Two-Hour Private Sunset Tour of the San Diego Bay from Adventure RIB Rides ($734 Value)

A quick two-hour getaway around the San Diego Bay allows participants to admire views such as Navy SEAL Amphibious Base or sea lions

1380 Harbor Island Drive, San Diego 2.6 mi
5.0
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5 Ratings
$734.00 $587.60
19% discount_off
Two-Hour Private Sunset Tour of the San Diego Bay for Up to Ten Passengers
GoCar & Speedboat Land and Sea Adventure in San Diego
GoCar & Speedboat Land and Sea Adventure in San Diego

THIS TOUR CAN ACCOMMODATE LARGER PARTIES - ALL YOU NEED TO DO IS MAKE SEPARATE RESERVATIONS FOR PARTIES OF 3 OR MORE.

GoCar SpeedBoat Combo where you get to explore the bay in your very own speedboat then explore San Diego in your very own GPS guided storytelling car. This combo land sea adventure makes for the perfect day in San Diego. The day and time selected is for the GoCar portion of your tour. Please call 619-294-5852 to choose the day and time for your Speed Boat Adventure. Both tours do not need to be taken on the same day.

1450 Harbor Island Drive Suite 205, San Diego 2.7 mi
$146.04
GoCar & Speedboat Land and Sea Adventure in San Diego
5 bought
$125.10 for One-Hour Boat Rental for Up to Six People from Fly Guys Watersports ($199 Value)
$125.10 for One-Hour Boat Rental for Up to Six People from Fly Guys Watersports ($199 Value)

Participants cruise the waters of San Diego Bay aboard a six-passenger Bayliner Element

1450 Harbor Island Drive, San Diego 2.7 mi
4.7
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485 Ratings
$199.00 $139.00$125.10
 Sale Ends 1/23
One-Hour Boat Tour for Up to Six People
North or South San Diego Harbor Tour for Up to Six People at Anytime Boat Charters (Up to 38% Off)
North or South San Diego Harbor Tour for Up to Six People at Anytime Boat Charters (Up to 38% Off)

San Diego harbor tour provides an opportunity to see Ballast Point Submarine Base, Naval Air Station North Island, and Point Loma Lighthouse

1880 Harbor Island Drive, San Diego 2.9 mi
$400.00 $289.00$245.65
 Sale Ends 1/23
North San Diego Harbor Tour for Up to Six People
1 bought
Two-Hour San Diego Harbor Cruise for Up to Six from BayWatch Boat Charters (Up to $269.10 Off). 3 Options Available.
Two-Hour San Diego Harbor Cruise for Up to Six from BayWatch Boat Charters (Up to $269.10 Off). 3 Options Available.

Experience the very best of San Diego with an exclusive boat excursion from BayWatch Boat Charters

2590 East Mission Bay Drive, San Diego 6.0 mi
$449.00 $299.00$269.10
 Sale Ends 1/23
Two-Hour Fun in the Sun Private San Diego Harbor Cruise for Up to Six
1 bought
Up to 32% Off on Tour - Boat at Eco Boat Rentals
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Up to 32% Off on Tour - Boat at Eco Boat Rentals

2 hours - Family and Dog friendly Pedal Boat Rentals in San Diego Bay! The only things we burned are your calories!

2803 Emerson street, Dock #1, San Diego
5.0
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6 Ratings
$95.00 $71.00$63.90
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2 Hours Eco Pedal Boat Rentals - Valid Only Weekdays
Two-Hour Private Harbor Cruise for Up to Six from YA Mon Boats (Up to 41% Off)
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Two-Hour Private Harbor Cruise for Up to Six from YA Mon Boats (Up to 41% Off)

During a private cruise the participants can relax in a hot tub and listen to music while enjoying the views of the harbor

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4.9
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56 Ratings
$400.00 $275.00$233.75
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Two-Hour Private Harbor Cruise for Up to Six; Valid Monday–Tuesday
Romantic Wine and Cheese Boat Tower Cruise
Romantic Wine and Cheese Boat Tower Cruise

This, Private Sunset Boat Cruise, is truly a unique and beautiful experience.

whether your local, or visiting, this is a sunset cruise your sure to remember.

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$125.00
Romantic Wine and Cheese Boat Tower Cruise
1 bought
60- or 90-Minute Harbor Cruise at Hornblower Cruises (Up to 53% Off). Sixteen Options Available.
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60- or 90-Minute Harbor Cruise at Hornblower Cruises (Up to 53% Off). Sixteen Options Available.

Professional boat tours of the harbor area combine sightseeing and wildlife watching in a narrated, family-friendly experience

970 N. Harbor Dr., San Diego 0.9 mi
4.7
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12,191 Ratings
$30.00 $15.00$14.00
 Sale Ends 1/23
60-Minute Harbor Cruise for One; Valid Monday–Friday
Two-Hour San Diego Harbor Tour for One, Two, or Four from Flagship Cruises and Events (Up to 60% Off)
Two-Hour San Diego Harbor Tour for One, Two, or Four from Flagship Cruises and Events (Up to 60% Off)

Friends and families can enjoy a narrated 2-hour and 25-mile tour and admire notable sights including Coronado Bridge or Naval Air Station

990 North Harbor Drive, San Diego 1.0 mi
4.8
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29,079 Ratings
$33.00 $17.00$15.30
 Sale Ends 1/23
Two-Hour Harbor Tour for One; Valid Monday–Friday
Dinner Cruise for One Adult or Child from Flagship Cruises & Events. Eight Options Available.
Dinner Cruise for One Adult or Child from Flagship Cruises & Events. Eight Options Available.

Guests can taste gourmet food, admire the San Diego waterfront views, dance, and have fun during these entertaining dinner cruises

990 North Harbor Drive, San Diego 1.0 mi
4.8
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29,079 Ratings
$73.13
Harbor Dinner Cruise for One Adult (Ages 13+); Valid Thursday
Adult or Child Admission to Weekend Champagne Brunch from Flagship Cruises and Events
Adult or Child Admission to Weekend Champagne Brunch from Flagship Cruises and Events

During the cruise, guests may enjoy San Diego’s panoramic waterfront while sipping mimosas and savoring the plated brunch

990 North Harbor Drive, San Diego 1.0 mi
4.8
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29,079 Ratings
$64.91
Champagne Brunch Cruise for One Adult (Age 13+); Valid Saturday-Sunday
San Diego Bay Cruise with Appetizers and Wine from Taste of Salt (Up to 44% Off). Six Options Available.
San Diego Bay Cruise with Appetizers and Wine from Taste of Salt (Up to 44% Off). Six Options Available.

Guests can enjoy appetizers and wine while admiring the San Diego Bay aboard a ship which features an outdoor TV projector

1010 University Avenue, San Diego 2.3 mi
$200.00 $125.00$113.00
 Sale Ends 1/23
2.5-Hour San Diego Bay Cruise for One with Appetizers and Wine; Valid Monday–Thursday
5 bought
$885.92 for Three-Hour Private Whale and Dolphin Watching Cruise from Adventure RIB Rides ($1,107.04 Value)
$885.92 for Three-Hour Private Whale and Dolphin Watching Cruise from Adventure RIB Rides ($1,107.04 Value)

Families and friends experience the thrill of nature up-close with whales and dolphins in their natural environment

1380 Harbor Island Drive, San Diego 2.6 mi
5.0
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5 Ratings
$1,107.04 $885.92
19% discount_off
Three-Hour Private Whale and Dolphin Watching Tour for Up to Ten Passengers
$1,274.50 for Private Charter for Up to 12 with $120 Towards Drinks from Mai Tai Yacht Charter ($1,470 Value)
$1,274.50 for Private Charter for Up to 12 with $120 Towards Drinks from Mai Tai Yacht Charter ($1,470 Value)

Participants can experience a remarkable party aboard a chartered yacht

2210 Shelter Island Drive, San Diego 3.9 mi
$1,470.00 $1,300.00$1,274.50
 Sale Ends 1/23
Three-Hour Private Yacht Charter for Up to 12 People with $120 Towards Drinks
3 bought
Dolphin and Whale Watch Cruise for 1, 2, 4, 6, or 10 People at San Diego Whale Watch (Up to 56% Off)
Dolphin and Whale Watch Cruise for 1, 2, 4, 6, or 10 People at San Diego Whale Watch (Up to 56% Off)

3-hour tours include narration by a certified marine naturalist, snack bar, and indoor and outdoor seating for 149

1617 Quivira Road, San Diego 5.8 mi
4.7
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5,172 Ratings
$48.00 $29.00$27.55
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3 Hour Whale Watch Cruise for 1 Person
Two-Hour BYOB Paddle Pub Admission for 4, 6, 8, 10, or 14 at Paddle Pub (Up to 43% Off)
Two-Hour BYOB Paddle Pub Admission for 4, 6, 8, 10, or 14 at Paddle Pub (Up to 43% Off)

Guests can spend fun two hours out exploring the local waters and partying with other like-minded people on a paddle boat

1010 Santa Clara Place, San Diego 7.2 mi
5.0
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11 Ratings
$180.00 $129.00$109.65
 Sale Ends 1/23
Two-Hour BYOB Paddle Pub Admission for Four; Valid Monday - Thursday
Book Now: 2.5-Hour Whale-Watching and Dolphin Tour from Newport Landing Whale Watching (Up to 55% Off).
Book Now: 2.5-Hour Whale-Watching and Dolphin Tour from Newport Landing Whale Watching (Up to 55% Off).

Book your tour today. Visitors spot giant blue whales, California gray whales, finback whales, and dolphin pods in their natural habitat.

309 Palm Street, Newport Beach
4.4
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6,546 Ratings
$34.00 $15.00
55% discount_off
2.5-Hour Whale-Watching & Dolphin Cruise
$89.10 for a Two-Hour Chauffeured Cruise for Up to Six on Newport Harbor from Watts on the Harbor Cruises ($534 Value)
$89.10 for a Two-Hour Chauffeured Cruise for Up to Six on Newport Harbor from Watts on the Harbor Cruises ($534 Value)

Captains highlight historic sites and points of interest as passengers nibble hors d’oeuvres on cruises available from morning to sunset

1048 Irvine Avenue, Newport Beach
4.7
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240 Ratings
$534.00 $99.00$89.10
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Two hour chauffeured Newport Harbor duffy boat cruise for up to 6 with light appetizer, soft drinks and water
3-Day Private Yacht Charter to Catalina Island from San Diego
3-Day Private Yacht Charter to Catalina Island from San Diego

Come with us on our 50 foot Chris Craft Commander blue water yacht, as we head for the city of Avalon, located on the beautiful island of Catalina. Enjoy a long weekend with your close friends on the island on your own private yacht, or stay even longer if you wish. The list of things to do and see in Avalon is extensive and worth trying as many as you can. The zip line adventure and snorkeling in the marine park are my favorites. Once we arrive you will have the option of doing everything, or nothing at all.

You will be zipped around by a Captained private tender to and from the Island at will, and have a chance to see the entire island, including Two Harbors for a night! There is too much to see in just one day.

From the moment you step on board you will be treated with white glove service. Two refrigerators and a 250 quart Yeti cooler will be packed with ice and drinks, and you will have well appointed quarters to sleep, eat, shower, and relax.

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$5,600.00
3-Day Private Yacht Charter to Catalina Island from San Diego
Three-Hour Sailing Wine Tour for One or Two People at Seaforth Boat Rentals (Up to 59% Off)
Three-Hour Sailing Wine Tour for One or Two People at Seaforth Boat Rentals (Up to 59% Off)

Customers take a sailing tour of the bay and taste wine from a local winery

2 Locations 2.1 mi
4.8
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204 Ratings
$300.00 $163.00$150.00
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Three-Hour Sailing Wine Tour for One Person
San Diego Sailing Cruise or Private Charter from Imagine Sailing 35% Off)
San Diego Sailing Cruise or Private Charter from Imagine Sailing 35% Off)

Groups embark on a cruise aboard a yacht and admire the bay, the San Diego skyline, and more

1450 Harbor Island Drive, San Diego 2.7 mi
5.0
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3 Ratings
$140.38 $109.00$98.81
 Sale Ends 1/23
Two-Hour Sailing Cruise for One
Two-Day Private Beginner US Sailing Keelboat Basic Course for Two at Harbor Island Yacht Club (Up to 54% Off)
Two-Day Private Beginner US Sailing Keelboat Basic Course for Two at Harbor Island Yacht Club (Up to 54% Off)

Beginners learn to sail on their own during a weekday course and get certified to sail boats up to 25 feet in length

1880 Harbor Island Drive, San Diego 2.9 mi
4.8
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123 Ratings
$1,045.46 $499.00$473.50
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Two-Day Private Beginner US Sailing Keelboat Basic Course for Two; Valid Two Days All Week
$373.50 for Two-Hour Private Yacht Charter for Up to Six from Gone Sailing Charters ($580 Value)
$373.50 for Two-Hour Private Yacht Charter for Up to Six from Gone Sailing Charters ($580 Value)

Guests can charter a private yacht with an experienced captain and set out on an adventure on the water

1441 Quivira Road, San Diego 5.9 mi
4.8
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31 Ratings
$580.00 $399.00$373.50
 Sale Ends 1/23
Two-Hour Private Yacht Charter for Up to Six
San Diego Private Whale Watching and Sailing Experience for 6
San Diego Private Whale Watching and Sailing Experience for 6

Every year during the winter months, California Grey Whales migrate from the frigid waters of Alaska to the more temperate waters off the coast of Baja California, Mexico.

The Grey Whale is one of the animal kingdom's great migrators, traveling in groups called pods. Some of these giants swim 12,430 miles round-trip and breed in the shallow southern waters and balmier climate.

These whales were once the target of extensive hunting, and by early in the 20th century they were in serious danger of extinction.Today, Grey Whales are protected by international law, and their numbers have grown. In 1994, the Grey Whale was removed from the United States endangered species list.We set sail for the open ocean to get a glimpse of these amazing creatures as they make their way down the coast. Don't be surprised if you see dolphins and sea lions as well!

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$109.00
San Diego Private Whale Watching and Sailing Experience for 6