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Sailing in Oceanside, CA


40-Minute Glider Flights for One or Two at Sky <strong>Sailing</strong>
40-Minute Glider Flights for One or Two at Sky Sailing

FAA commercial pilots take passengers on a thrilling yet peaceful 40-minute flight in an engineless glider

San Diego Country Estates 41.6 mi
$220.00 $199.00
(5)
10% discount_off
Small-Group San Diego Sunset <strong>Sailing</strong> Excursion
Small-Group San Diego Sunset Sailing Excursion

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean

San Diego
10+ bought
$95.00
$314 for Two-Hour Private Yacht Charter from Gone <strong>Sailing</strong> Charters ($480  Value)
$314 for Two-Hour Private Yacht Charter from Gone Sailing Charters ($480 Value)

Guests can charter a private yacht for a day sail adventure

Hyatt Regency in Mission Bay 30.9 mi
$480.00 $314.00
(28)
35% discount_off
$191 for a BYOB Booze Cruise for Up to Four People at Pacifica <strong>Sailing</strong> Charters ($480 Value)
$191 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

Harbor Island 34.1 mi
$480.00 $191.00
(207)
60% discount_off
Big Boat <strong>Sailing</strong> Adventures with Gone <strong>Sailing</strong>
Big Boat Sailing Adventures with Gone Sailing

It’s one of the TOP 10 THINGS to do in San Diego! Ocean sailing is a fun time for everyone, from families to couples and individuals seeking to experience the beautiful blue waters of San Diego ...

Northern San Diego 30.9 mi
4 bought
$36.38
2-Hour Private Bay Tour or 1.5-Hour Private Sunset Bay Tour for Up to Six from Sail Mission Bay (Up to 39% Off)
2-Hour Private Bay Tour or 1.5-Hour Private Sunset Bay Tour for Up to Six from Sail Mission Bay (Up to 39% Off)

During the cruise, guests can admire the picturesque views of San Diego from a unique and exciting perspective

Mission Bay 30.9 mi
$425.00 $270.00
1 bought
36% discount_off
Champagne Booze Cruise on Private Catamaran Charter for 4,6 or 8 at Pacifica <strong>Sailing</strong> Charters (Up to 50% Off)
Champagne Booze Cruise on Private Catamaran Charter for 4,6 or 8 at Pacifica Sailing Charters (Up to 50% Off)

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

Harbor Island 34.1 mi
$750.00 $455.00
(207)
39% discount_off
Private Two- or Three-Hour <strong>Sailing</strong> Trip for Up to 12 with Cloudia Adventures (Up to 37% Off)
Private Two- or Three-Hour Sailing Trip for Up to 12 with Cloudia Adventures (Up to 37% Off)

Luxury classic sailing vessel with multiple amenities offers cruises along beautiful San Diego bay

Point Loma Sport Fishing Dock 33.8 mi
$1,068.00 $674.00
(1)
37% discount_off
Sailboat Tour Packages from Oceanquest <strong>Sailing</strong> Adventures (Up to 62% Off)
Sailboat Tour Packages from Oceanquest Sailing Adventures (Up to 62% Off)

Private yacht charters designed for small group sailing adventures of six or fewer passengers

Midway District 33.8 mi
$600.00 $225.00
(4)
62% discount_off
Harbor <strong>Sailing</strong> Tour in San Diego --> Private Yacht for Small Groups!
Harbor Sailing Tour in San Diego --> Private Yacht for Small Groups!

Meet your skipper at H & M Landing on Shelter Island, a well-known area of San Diego where some of the best seafood restaurants are located. The captain will meet you there & walk you to the yacht “Green Flash”.Complimentary wine & fruit will await you (you are welcome to bring your own favorite food & drinks, too - no red wines please). We’ll depart from America’s Cup Harbor & cruise on San Diego Bay along downtown while enjoying the city’s magnificent skyline. As we approach the Maritime Museum, your skipper will share interesting facts about some of the ships that constitute the museum: old wooden ships, steam powerboats, & even submarines as close as 30’ (10m) away. Nearby is the massive “USS Midway” which is now a museum & #7 most popular tourist attraction in the U.S. & #2 in San Diego.You will enjoy a relaxing sail with a glass of good local wine & pleasant company along with a sense of unity with nature that comes with being under sail.

H&M Landing 33.8 mi
3 bought
$321.00
$46 for Sights & Sips Cruise from Hornblower San Diego ($74.36 Value)
$46 for Sights & Sips Cruise from Hornblower San Diego ($74.36 Value)

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

At USS Midway 35.4 mi
$74.36 $46.00
(10893)
38% discount_off
Dana Wharf's Live Music Harbor Cruise
NEW NEW
Dana Wharf's Live Music Harbor Cruise

Dana Wharf’s Live Music Harbor Cruise Rocks the Boat

Dana Point 25.7 mi
$28.00 $15.00
1 bought
46% discount_off
San Diego Whale Watching Cruise
San Diego Whale Watching Cruise

The only whale-watching sailing trip in San Diego, a cruise on America is the environmentally-friendly and most personal wildlife experience in town.

Central San Diego 34.9 mi
110+ bought
$79.00
One or Two-Hour Speed Boat Rental for Up to Six or Nine People at SD Adventures (Up to 43% Off)
One or Two-Hour Speed Boat Rental for Up to Six or Nine People at SD Adventures (Up to 43% Off)

Participants can enjoy the sights and attractions of the San Diego Bay while cruising on an Element power boat

Midway District 34.1 mi
$298.00 $171.00
(863)
43% discount_off
Reggae Boat Party Admission for One or Two at Reggae Splash on Saturday, August 31 (Up to 34% Off)
Reggae Boat Party Admission for One or Two at Reggae Splash on Saturday, August 31 (Up to 34% Off)

Reggae Splash is a 3-hour cruise along San Diego Bay. Enjoy Reggae/Hip Hop with full bar and food on 3 floors of music with 1200 people.

Harborview 34.8 mi
$70.00 $49.00
(107)
30% discount_off
Two-, Three-, or Four-Hour Private Harbor Cruise for Up to Six from YA Mon Boats (Up to 53% Off)
Two-, Three-, or Four-Hour Private Harbor Cruise for Up to Six from YA Mon Boats (Up to 53% Off)

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

online_deal
$400.00 $200.00
(6)
50% discount_off
Super Saver: Brunch Cruise and Patriot Jet Boat Ride
Super Saver: Brunch Cruise and Patriot Jet Boat Ride

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 gourmet buffet with sparkling views of the waterfront’s best sights. 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.

San Diego
10+ bought
$99.99
2Hr GPS Guided Scooter Tour: Downtown & Balboa Park
2Hr GPS Guided Scooter Tour: Downtown & Balboa Park

This is the essential San Diego GPS guided scooter tour. You will see almost all of the greatest sights San Diego has to offer, from the visually stunning Balboa park which is littered with Spanish Renaissance inspired architecture, over a dozen museums, colorful flower gardens, and world renowned outdoor organ pavilion all the way to the always happening Hillcrest, which has a great variety of shops and restaurants, Hillcrest is known to have some of the best food in the county. But best of all you will also get to see Downtown San Diego at its finest, from the Maritime Museum, to the Historic Gaslamp Quarter. Downtown San Diego is one of the best places in the world for its diversity, and visual appeal. Don’t miss the best places San Diego has to offer on this Must-See tour.

San Diego
$81.56
$124 for One-Hour Boat Rental for Up to Six People from Fly Guys Watersports ($199 Value)
$124 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

Cabrillo Isle Marina 34.1 mi
$199.00 $124.00
(173)
38% discount_off
Whale- and Dolphin-Watching Tour or Sunset Couple's Cruise from Tailwalker Sportfishing (Up to  68% Off)
Whale- and Dolphin-Watching Tour or Sunset Couple's Cruise from Tailwalker Sportfishing (Up to 68% Off)

Set out in search of whales and dolphins on a scenic three-hour tour, or enjoy a romantic sunset cruise

Hyatt Area 30.9 mi
$250.00 $139.00
5 bought
44% discount_off
North or South San Diego Harbor Tour for Up to Six People at Anytime Boat Charters (Up to 28% Off)
North or South San Diego Harbor Tour for Up to Six People at Anytime Boat Charters (Up to 28% Off)

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

San Diego 34.1 mi
$400.00 $289.00
1 bought
28% discount_off
3 Hour Yacht Charter for Up To 6 People
3 Hour Yacht Charter for Up To 6 People

Soak up the sun on your private yacht as you cruise through the bay. Enjoy the luxury of this intimate 3 hour charter while your captain takes you anywhere you choose in San Diego Bay. With its spacious decks, comfortable cabin and state of the art stereo system this 29’ power yacht is sure to create memories you will remember forever.

Mission Bay 31.0 mi
1 bought
$700.00
Oceanside Whale and Dolphin Tours
Oceanside Whale and Dolphin Tours

Whale and Dolphin Watching Boat Tour From Oceanside Harbor

Downtown Oceanside 0.9 mi
$39.00 $24.75
5 bought
37% discount_off
Two-Hour San Diego Harbor Tour for One, Two, or Four from Flagship Cruises and Events (Up to 68% Off)
Two-Hour San Diego Harbor Tour for One, Two, or Four from Flagship Cruises and Events (Up to 68% Off)

Narrated cruise takes passengers on a 25-mile tour past sights such as Coronado Bridge, Point Loma, and North Island Naval Air Station

San Diego Bayfront 35.3 mi
$32.00 $16.00
(21747)
50% discount_off
$23 for Rock the Yacht Party Cruise with Drink Ticket For One at Hornblower San Diego ($39.50 Value)
$23 for Rock the Yacht Party Cruise with Drink Ticket For One at Hornblower San Diego ($39.50 Value)

Passengers enjoy a two hour yacht party with an onboard DJ, craft cocktails small bites with the San Diego skyline as the backdrop

At USS Midway 35.4 mi
$39.50 $23.00
(10893)
42% discount_off
Three-Hour Whale-Watching Tour for One, Two, Four, Six, or 10 from San Diego Whale Watch (Up to 51% Off)
Three-Hour Whale-Watching Tour for One, Two, Four, Six, or 10 from San Diego Whale Watch (Up to 51% Off)

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

Northern San Diego 30.9 mi
$48.00 $33.00
(4817)
31% discount_off
Two-Hour Harbor Cruise for One, Two, or Four at Hornblower San Diego (Up to 52% Off)
Two-Hour Harbor Cruise for One, Two, or Four at Hornblower San Diego (Up to 52% Off)

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

At USS Midway 35.4 mi
$32.00 $16.00
(10893)
50% discount_off
One or Two Cruises With Optional Drink Tickets from Cruise Newport Beach (Up to 69% Off)
One or Two Cruises With Optional Drink Tickets from Cruise Newport Beach (Up to 69% Off)

Cruises coast along Newport Bay and rugged coastline for 90 minutes against a stunning waterfront backdrop

Newport Beach 41.1 mi
$25.00 $9.00
(4346)
64% discount_off
Whale-Watching and Dolphin Cruise for One, Two, Four, or Six from Newport Landing Whale Watching (Up to 72%)
Whale-Watching and Dolphin Cruise for One, Two, Four, or Six from Newport Landing Whale Watching (Up to 72%)

Visitors spot giant blue whales, California gray whales, finback whales, dolphin pods, and other native creatures in their natural habitat

Newport Beach 41.2 mi
$36.00 $12.00
(5685)
67% discount_off
General Admission for One, Two, or Four to Maritime Museum of San Diego (Up to 28% Off)
General Admission for One, Two, or Four to Maritime Museum of San Diego (Up to 28% Off)

The maritime museum showcases such exhibits as a Russian sub, a 19th-century windjammer, and a replica of the tall ship San Salvador

Harborview 34.9 mi
$18.00 $13.00
(241)
28% discount_off