Sailing in La Mesa, CA


Two-Day Sailing 101 Course for One, Two, or Four at Seaforth Boat Rentals (50% Off)

Seaforth Boat Rental

Mission Bay

Students learn to sail on 22 ft. boats amid San Diego Bay’s moderate wind and sea conditions; focus on commands, basic sail trim, and safety

$299 $149

Two 3-Hour Sailing Lessons for One or Two at Marina Sailing San Diego (Up to 59% Off)

Marina Sailing San Diego

San Diego

Budding sailors learn to navigate the seas under the direction of certified ASA instructors who are also USCG licensed-captains

$300 $125

$158 for $210 Worth of Sailing — San Diego Bay Blue Water Charters

San Diego Bay Blue Water Charters

Midway District

San Diego Bay Blue Water Charters provides exciting adventures in San Diego Bay and beyond. Book a charter today!

$210 $158

WaveRunner Tour of San Diego or the La Jolla Coastline from Seaforth Boat Rental (Up to 57% Off)

Seaforth Boat Rental

Multiple Locations

WaveRunners carry up to two passengers as guides lead the watery trail, affording views of downtown San Diego or the La Jolla coastline

$199 $99

Sights & Sips Cruise with Drinks for One, Two, or Four from Hornblower San Diego (Up to 38% Off)

Hornblower San Diego

Embarcadero

Two-hour cruise treats passengers to signature cocktails and light hors d’oeuvres while sailing past San Diego skyline

$66.36 $45

90-Minute Cruise with Appetizers & Wine or Fondue & Wine for Two or Six from Ship 'N a Bottle (Up to 54% Off)

Ship 'N a Bottle

Ship 'N A Bottle at the Driscoll Marina

Groups enjoy bottles of red or white wine paired with cheeses and fruit or sumptuous fondue as they tour around Newport Bay

$155 $75

Hot Air Balloon Ride for Two on a Weekday or Weekend from Sunrise Balloons (52% Off)

Sunrise Balloons

Temecula

Sightseers float over wine country before enjoying decadent chocolates and a glass of crisp champagne

$538 $260

One Boat Tour with Beer and Wine for One or Two at Lucky Sol Sailing (Up to 53% Off)

Lucky Sol Sailing

Midway District

Sail past North Island, Shelter Island, and Point Loma during this 3.5-hour boat tour; includes beer and wine

$99 $49

$160 for a Private BYOB Booze Cruise for Up to Four People at Pacifica Sailing Charters ($480 Value)

Pacifica Sailing Charters

Harbor Island

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

$480 $160

Two-Hour Private Boat Tour for Two, Four, or Six from Oceanquest Sailing Adventures (Up to 44% Off)

Oceanquest Sailing Adventures

La Playa

Former Navy sailor leads excursion into the San Diego Bay aboard private sailboat for two hours of sea breeze and possible dolphin spotting

$400 $225

Bayside Gospel Concert Aboard the Midway - Sunday August 21, 2016 / 7:30pm

USS Midway Museum

Marina

$50 $40.50

$27 for Two-Hour Kayak, Canoe, SUP, or Aqua-Cycle Rental at Carlsbad Lagoon (Up to $50 Value)

Carlsbad Lagoon

Carlsbad

Kayaks, peddle boat, canoes, standup paddleboards, and aqua cycles ferry patrons over tranquil waters at a private beach

$50 $27

Guided Sea-Cave Kayak Tour or Kayak and Snorkel Tour from Everyday California (Up to 59% Off)

Everyday California

Everyday California

Kayakers explore La Jolla’s hidden sights by paddling out to sea caves or using snorkels to see underwater

$59 $24

Tickets for a Whale Watching and Dolphin Cruise from Davey's Locker Whale Watchings (Up to 70% Off)

Davey's Locker Whale Watching

Newport Beach

Cruises sail the waters of Orange County to spy blue whales and finback whales during May–October migration and gray whales December-April

$30 $9

Wine Flights for Two or Four at Orfila Vineyards & Winery (50% Off)

Orfila Vineyards & Winery

Escondido

Visitors enjoy samples of award-winning red and white wines in a tasting room that overlooks the winery’s 70-acre estate

$24 $12

Three-Hour Whale-Watching Tour for One, Two, or 10 from San Diego Whale Watch (Up to 55% Off)

San Diego Whale Watch

San Diego

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

$48 $25

Two-Hour Harbor Tour for One, Two, or Four from Flagship Cruises and Events (Up to 46% Off)

Flagship Cruises and Events

Flagship Cruises and Events

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

$56 $30

Meadery Visit and Tasting with Flights for One or Two at Golden Coast Mead (Up to 46% Off)

Golden Coast Mead

Golden Coast Mead

Craft brewers use California honey and San Diego spring water to make light-bodied, easy-drinking mead, the world’s oldest alcoholic drink

$13 $7

$25 for a Wine Tasting and Artisanal Cheese Pairing for Two at Wine A Bit Coronado ($44 Value)

Wine A Bit Coronado

Wine A Bit Coronado

Friends enjoy a selection of wine samples and artisanal cheeses at a cozy shop that often features live music

$44 $25

VIP Winery Tour and Tasting Experience for One, Two, or Four at Miramonte Winery (Up to 80% Off)

Miramonte Winery

Temecula

VIP winery package includes winery tour, tasting of 10 wines, and a wine appreciation and food-pairing class

$75 $20

2-Hour Tour or 3-Hour Rental in a Single or Tandem Kayak from Chula Vista Kayak (Up to 51% Off)

Chula Vista Kayak

J St. Marina boat launching ramp

In serene South Bay, tour guides introduce small groups to wildlife or set guests free to explore on their own

$60 $30

Single- or Tandem-Kayak Rental, Paddleboard Rental, or Cruiser Bike Rental at OEX Point Loma (Up to 50% Off)

OEX Point Loma

San Diego

Explore the waters of San Diego Bay via kayak or standup paddleboard, or along the coast atop a comfy beach cruiser bike

$60 $37

Wine Tasting for One or Two at Miramonte Winery (Up to 56% Off)

Miramonte Winery

Temecula

Guests sample six wines in the indoor and outdoor tasting spaces overlooking the site’s beautiful garden and lawn

$17 $8.50

90-Minute Sea Cave Kayak Tour for Two or Tandem Kayak Rental from Hike Bike Kayak Adventures (Up to 51% Off)

Hike Bike Kayak Adventures

Northern San Diego

Experienced naturalists lead kayakers on a tour of the La Jolla Sea Caves to spot wildlife such as dolphins and pelicans. Rentals available.

$99 $49

Kayak, Standup-Paddleboard, or Paddleboat Rental for One, Two, or Four from SD Adventures (Up to 63% Off)

SD Adventures

Midway District

Guests check out sites like the San Salvador, Spanish landing, and the dolphin training zone in kayaks, standup paddleboards, or paddleboats

$60 $29

Up to 52% Off Wine Tasting at Salerno Winery

Salerno Winery

Ramona

From the merchant: Taste 4 wines of your choice along with our special port while enjoying live entertainment on the shaded patio.

$60 $29

Old Town Walking Ghost Tour with Stop Inside Whaley House for Two or Four from Ghostly Tours in History (Up to Half Off)

Ghostly Tours in History

Old Town

Ghostly walking tour featured on Fodor’s Top 400 visits sites of haunted history, from the Whaley House to Old Town's oldest cemetery

$50 $29.99

White or Red Wine Tasting for Two or Four at Briar Rose Winery (50% Off

Briar Rose Winery

Temecula

Vintners describe the flavors of house varietals as they pour four samples of reds and whites made from grapes grown onsite

$40 $20

One-Hour Standup-Paddleboard Rental or Two-Hour Kayak Rental for Two or Four from OEX Sunset Beach (50% Off)

OEX Sunset Beach

Huntington Beach

Outfitter located on Huntington Harbor, mere blocks from miles of sandy beaches; staff trains clients on basic safety

$60 $30

Four-Course Wine-and-Cheese Pairing for Two or Four at Trinitas Cellars Wine Bar (Up to 51% Off)

Trinitas Cellars Wine Bar

Trinitas Cellars Wine Bar

Learn how to pair cheese and wine with preselected Trinitas wines and artisanal cheeses

$75 $39

Select Local Merchants

  • San Diego Performance Marine
    Looking for a unique idea for a romantic outing? Your love boat awaits at San Diego Performance Marine in Spring Valley. Parking is plentiful, so guests can feel free to bring their vehicles.
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    9007 Olive Drive
    Spring Valley, CA US
  • Reflections
    The next time you need to get your car's body worked on, you'll definitely want to take advantage of Reflections' reliable and direct body shop garage in Santee. So stop in today and let the technicians at Reflections take your car from damaged to dazzling. When you rely on the professional team at Reflections in Santee, you'll be amazed at the difference of service quality and their fantastic prices.
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    8519 Ablette Road
    Santee, CA US
  • Yacht Sylvia Sailing
    Yacht Sylvia is a 56-foot, 35-ton staysail ketch designed in New Zealand by naval architect John Alden. Launched in 1973, the yacht has circumnavigated the globe on multiple occasions, survived hurricanes, and now ferries passengers and students to remote destinations. The below-deck interior features a maritime museum with artifacts from around the world displayed on the bulkhead and countertops. Sailing lessons range from two-hour tours and explanations of basic sailing techniques to three-week immersive trips abroad during which participants learn as they perform crew duties. In addition, Yacht Sylvia Sailing can host charters for up to six to international destinations including the Channel Islands and the Sea of Cortez.
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    359 La Cresta Heights Road
    El Cajon, CA US
  • Boat Sellers
    Take your next outing to the next level: sea level. Spend the evening on a relaxing cruise with Boat Sellers in National City. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    1730 Cleveland Avenue
    National City, CA US
  • San Diego Bay Blue Water Charters
    What services does your business offer and what makes your business stand out from the competition? We provide amazing charters with a great deal of attention placed on the specific things you want to get out of a charter. Want to see marine wildlife? We can do that. Want to learn how to sail? We can teach you how. Want to learn how to race? We can provide instruction. What is the experience customers can expect? We value our customers and want you to have the best customer service experience possible. We return phone calls and emails quickly. Our Captains are ready and waiting for you on the dock when you arrive. What was the inspiration to start or run this business? San Diego Bay Bluewater Charters owner Brad Marlett discovered the joy of sailing in 2012. As a San Diego native, he grew up surfing and swimming at many of San Diego's beaches. Always looking West and wondering what it might be like to sail in one of the many boats gracing the waters just offshore. What do you love most about your job? This is a great business to be in. Smiling happy people soaking up the California Sunshine. It's really great to be able to share this experience with other people, teach them about the various places around the bay, or provide an offshore sailing experience with the California coast as a backdrop.
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    1880 Harbor Island Drive
    San Diego, CA US
  • Duffy of San Diego
    Duffy of San Diego creates high sea adventures through boat rentals and food and wine cruises. Named in CityBeat Magazine's Best of San Diego 2014. Adventurers aboard rentals and cruises have 360-degree views and may encounter ocean creatures such sea lions, local and migratory birds, and on occasion, dolphins. All adventurers are also protected by a Surrey top and crystal-clear window enclosures that can be raised or lowered depending on the weather. Cruises The trained crew leads cruises aboard quiet Duffy electric boats, commanded by a licensed USCG captain. These cruises come complete with a full bottle of wine or non-alcoholic beverage and a charcuterie board. Each couple or group have their own private mahogany table and seating area with satellite radio onboard to help relax and enjoy the calm waters of Mission Bay. Rentals Duffy of San Diego also transforms customers into captains by renting out their Snug Harbor Duffy electric boat. The Snug Harbor accommodates up to eleven adventurers and comes with built-in cooler, stereo, and auxiliary cord, allowing seafaring adventurers to enjoy their favorite tunes on their voyage.
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    1548 Quivira Way
    San Diego, CA US

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