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Sailing in and near Oceanside, CA


Private Sailing Tour from Oceanquest Sailing Adventures (Up to 55% Off). Two Options Available.
Oceanquest Sailing Adventures

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 33.8 mi
4.3
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6 Ratings
$480.00 $225.00
53% discount_off
Two-Hour Private Day Sailing Tour for Four; Valid Monday – Thursday
Sunset Cruise from Oceanquest Sailing Adventures (Up to 57% Off). Six Options Available.
Oceanquest Sailing Adventures

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 33.8 mi
4.3
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6 Ratings
$600.00 $259.00
56% discount_off
Two-Hour Sunset Cruise, Valid Monday – Thursday
Champagne Booze Cruise on Private Catamaran Charter for 4,6 or 8 at Pacifica Sailing Charters (Up to 47% Off)
Pacifica Sailing Charters

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

1880 Harbor Island Drive, San Diego 34.1 mi
4.8
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215 Ratings
$750.00 $480.00
36% discount_off
2-Hour Captained Private Charter with Champagne and Snacks for Four
$299 for a BYOB Booze Cruise for Up to Four People at Pacifica Sailing Charters ($480 Value)
Pacifica Sailing Charters

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 34.1 mi
4.8
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216 Ratings
$480.00 $299.00
37% discount_off
Two-Hour BYOB Booze Cruise for Up to Four
Private Sailing Adventures with Gone Sailing
Gone Sailing

Charter a private yacht for your family, corporate events, birthday parties, proposals, or any special event! We will work with you to customize the trip to your preferences!

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$380.00
Private Sailing Adventures with Gone Sailing
90-Minute Wine and Snack Captained Charter for up to Six from Mission Bay Watersports (Up to 50% Off)
Mission Bay Watersports

Groups enjoy bottles of red or white wine paired with tasty charcuterie snacks as they tour through Mission Bay

1548 Quivira Way, San Diego 31.3 mi
1.0
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1 Ratings
$594.00 $297.00
50% discount_off
90-Minute Wine and Snack Cruise for up to Six


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

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 34.0 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
North or South San Diego Harbor Tour for Up to Six People at Anytime Boat Charters (Up to 27% Off)
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Anytime Boat Charters

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 34.1 mi
$400.00 $289.00
27% discount_off
North San Diego Harbor Tour for Up to Six People
1 bought
Super Saver: Self-Guided Speed Boat Adventure & iRide GPS Guided ScooterTour
Speed Boat Adventures, Inc.

Electric Scooter & 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 scooter. This combo land sea adventure makes for the perfect day in San Diego. Both tours do not need to be taken on the same day.  Just book the day and time of the speedboat portion you want online and call the number above to book your scooter tour. After your purchase is confirmed we will email you a confirmation.

1450 Harbor Island Drive Suite 205, San Diego 34.1 mi
$161.46
Super Saver: Self-Guided Speed Boat Adventure & iRide GPS Guided ScooterTour
1 bought
$139 for One-Hour Boat Rental for Up to Six People from Fly Guys Watersports ($199 Value)
Fly Guys Watersports

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

1450 Harbor Island Drive, San Diego 34.1 mi
4.7
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366 Ratings
$199.00 $139.00
30% discount_off
One-Hour Boat Tour for Up to Six People
Round Trip Boat Ride from The Catalina Flyer from Newport Beach (Up to 37% Off). Two Options Available.
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The Catalina Flyer from Newport Beach

Guests can enjoy a 75-minute voyage from Newport Beach to Catalina Island on a vessel with sun decks and two cocktail lounges

400 Main Street, Newport Beach 41.1 mi
4.8
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22,148 Ratings
$70.00 $44.00
37% discount_off
Online Booking Required Through 12/3/20: Round Trip Boat Ride to Catalina Island; Valid Monday–Thursday
Holiday Lights & Boat Parade Cruises for 1 Child, 1 Adult, or 2 Adults @ Newport Landing Cruises (Up to 43% Off)
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Newport Landing Cruises

Adults and children alike cruise into the Holiday spirit by admiring the scenic views of Newport Beach Christmas Parade of Lights

309 Palm Street, Newport Beach 41.2 mi
4.4
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6,274 Ratings
$32.00 $18.00
43% discount_off
One Child Ticket (Ages 3–12) to the Holiday Lights OR Boat Parade Cruises
Two-Hour Private Harbor Cruise for Up to Six from YA Mon Boats (Up to 31% Off)
YA Mon Boats

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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4.8
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48 Ratings
$400.00 $275.00
31% discount_off
Two-Hour Private Harbor Cruise for Up to Six; Valid Monday–Friday
Super Saver: Brunch Cruise and Patriot Jet Boat Ride
Flagship Cruises Events

Book this tour for fun filled day! Start your day with a Brunch Cruise along the San Diego Harbor. San Diego's most scenic, relaxing brunch is on the bay. Join us for a delicious new brunch menu with plated service includes breakfast favorites, vegetarian options, and so much more. Capture prime views of the city skyline and harbor from a luxury yacht, and round out your morning bliss with bottomless mimosas and hang back and listen to DJ tunes and as the attentive crew constantly top off your glass. Don’t let the fun stop there, after your boozy brunch, get ready for an adrenaline rush on the Patriot Jet Boat Ride. Get ready for speed, screams and splashes! That's right, you will get wet during this turbo-charged thrill ride across San Diego Bay.

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$106.66
Super Saver: Brunch Cruise and Patriot Jet Boat Ride
10+ bought
Two-Hour BYOB Paddle Pub Admission for 4, 6, 8, 10, or 14 at Paddle Pub (Up to 36% Off)
Paddle Pub

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 29.4 mi
5.0
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10 Ratings
$180.00 $129.00
28% discount_off
Two-Hour BYOB Paddle Pub Admission for Four; Valid Monday - Thursday
Dolphin and Whale Watch Cruise for 1, 2, 4, 6, or 10 People at San Diego Whale Watch (Up to 54% Off)
San Diego Whale Watch

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

1617 Quivira Road, San Diego 30.9 mi
4.7
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5,122 Ratings
$48.00 $29.00
39% discount_off
3 Hour Whale Watch Cruise for 1 Person
75-Minute Sunset Cruise for One, Two, Four, or Six from Cruise San Diego (Up to 61% Off)
Cruise San Diego

Passengers can enjoy a sunset over Mission Bay in a relaxing atmosphere on a ferry

1617 Quivira Road, San Diego 30.9 mi
4.6
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415 Ratings
$39.00 $19.00
51% discount_off
75-Minute Sunset Cruise for One
90-Minute Bay Cruise and Sea Lion Tour from Cruise San Diego (Up to 55% Off). Five Options Available.
Cruise San Diego

During this 90-minute tour, the participants can admire the views of Mission Bay and try to spot wildlife such as sea lions

1617 Quivira Road, San Diego 30.9 mi
4.6
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415 Ratings
$42.00 $22.00
47% discount_off
90-Minute Bay Cruise and Sea Lion Tour for One
90-Minute Wine and Snack Cruise for up to Six with Duffy of San Diego (Up to 50% Off)
Duffy of San Diego

Board a luxurious 22-foot Duffy Boat and cruise around Mission Bay while sipping a bottle of wine and artisan snacking

1548 Quivira Way, San Diego 31.3 mi
4.8
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500 Ratings
$594.00 $297.00
50% discount_off
90-Minute Wine and Snack Cruise for up to Six
San Diego Bay Cruise with Appetizers and Wine from Taste of Salt (Up to 38% Off). Six Options Available.
Taste of Salt Vintage Yacht Excursions

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 33.6 mi
$200.00 $125.00
37% discount_off
2.5-Hour San Diego Bay Cruise for One with Appetizers and Wine; Valid Monday–Thursday
6 bought
$885.92 for Three-Hour Private Whale and Dolphin Watching Cruise from Adventure RIB Rides ($1,107.04 Value)
Adventure RIB Rides

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

1380 Harbor Island Drive, San Diego 34.0 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
Two-Hour San Diego Harbor Tour for One, Two, or Four from Flagship Cruises and Events (Up to 56% Off)
Flagship Cruises & Events

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 35.3 mi
4.8
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28,183 Ratings
$33.00 $17.00
48% discount_off
Two-Hour Harbor Tour for One; Valid Monday–Friday
Dinner Cruise for One Adult or Child from Flagship Cruises & Events. Eight Options Available.
Flagship Cruises & Events

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 35.3 mi
4.8
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28,184 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
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 35.3 mi
4.8
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28,184 Ratings
$64.91
Champagne Brunch Cruise for One Adult (Age 13+); Valid Saturday-Sunday
60- or 90-Minute Harbor Cruise at Hornblower Cruises (Up to 50% Off). Sixteen Options Available.
Hornblower Cruises

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

970 North Harbor Drive, San Diego 35.4 mi
4.7
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12,144 Ratings
$30.00 $15.00
50% discount_off
60-Minute Harbor Cruise for One; Valid Monday–Friday
Book Now: 2.5-Hour Whale-Watching and Dolphin Tour from Newport Landing Whale Watching (Up to 55% Off).
BOOK NOW: Newport Landing Whale Watching

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 41.2 mi
4.4
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6,274 Ratings
$34.00 $15.00
55% discount_off
2.5-Hour Whale-Watching & Dolphin Cruise
$99 for a Two-Hour Chauffeured Cruise for Up to Six on Newport Harbor from Watts on the Harbor Cruises ($534 Value)
Watts on the Harbor Cruises

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 42.7 mi
4.7
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204 Ratings
$534.00 $99.00
81% discount_off
Two hour chauffeured Newport Harbor duffy boat cruise for up to 6 with light appetizer, soft drinks and water
Sunset Bay Cruise and Nightime Lights City Scape Tour on Spacious Motor Yacht
San Diego Fishing Company

Come enjoy an evening on the bay! We make a complete lap of the entire bay of San Diego all the way to, and under, the Coronado Bridge, along battleship row, Harbor Island, Shelter Island.

From the moment you step on our luxurious 50 foot Motor Yacht, you will be treated with white glove service.

The first stop on our trip is to visit the lazy and loud seals at the bait barge. Then to the harbor mouth to see Point Loma, the Coronado Islands, Ballast Point, Coronado bridge, and the city of San Diego from outside the bay.

As we head back into the bay and the sun sets the city lights come alive in a vibrant and colorful display that is unique to San Diego.

At the end of the trip you will get to see the U.S.S. Midway, the 'kissing sailor statue' , historic vessels on display, and Seaforth Village.

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$149.00
Sunset Bay Cruise and Nightime Lights City Scape Tour on Spacious Motor Yacht
$399 for Two-Hour Private Yacht Charter for Up to Six from Gone Sailing Charters ($580 Value)
Gone Sailing Charters

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

1441 Quivira Road, San Diego 30.9 mi
4.8
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30 Ratings
$580.00 $399.00
31% discount_off
Two-Hour Private Yacht Charter for Up to Six
San Diego Sailing Cruise or Private Charter from Imagine Sailing 31% Off)
Imagine Sailing

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

1450 Harbor Island Drive, San Diego 34.1 mi
5.0
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2 Ratings
$140.38 $109.00
22% discount_off
Two-Hour Sailing Cruise for One