Sailing in Sarasota, FL


90-Minute BYOB Sailing Tour for Two from Whisper Sailing (28% Off)

Whisper Sailing

NE Taylor Boat Marina

Groups of up to 6 climb aboard a handcrafted sailboat for a scenic tour

$40 $29

3-Hour Sunset Sailing Course or Cruise at Simple Sailing Charters (Up to 50% Off). Four Options Available.

Simple Sailing Charters

St. Petersburg Municipal Marina

Groups of up to 9 pile onto a luxury charter or electric boat for three-hour ride; sailing courses overlooking the sunset

$100 $65

2.5-Hour Discover Sailing Class for One or Two from Seaduced Watercraft Adventures (Up to 50% Off)

Seaduced Watercraft Adventures

Bradenton

Seasoned sailors on a 30-foot boat demonstrate basic sail handling, boat safety, and boat parts during 2.5-hour classes

$199 $99

Two-Hour Self-Driven or Captained Electric-Boat Rental from Simple Sailing Charters, LLC (Up to 48% Off)

Simple Sailing Charters, LLC

St. Petersburg Municipal Marina

Explore area waters aboard self-driven or captained electric powerboat equipped with iPod docks for personalized soundtracks

$220 $115

$385 for a Four-Hour Boat Trip with a Captain for Up to Six from Intelligent Sailing Inc ($645 Value)

Intelligent Sailing Inc

Intelligent Sailing Inc

Licensed captain pilots a luxurious 32-foot sailing yacht as family and friends enjoy sailing making their dream a reality with lots of fun

$645 $385

Admission to Ropes Course and Zipline for One or Two at MOSI (40% Off)

MOSI

Temple Terrace

Climb on a multilevel ropes course that reaches heights of 36 feet; then end your adventure with a zipline ride that sails over MOSI

$20 $12

$65 for a Speedboat Adventure Tour for Two from Tampa Speed Boat Adventures ($129.80 Value)

Tampa Speed Boat Adventures

Tierra Verde

Guests learn how to pilot a 13-foot mini speedboat, then take off on a 15-mile tour with a trained guide who provides radio commentary

$129.80 $65

$395 for Private 2-Hour Sunset or Day Cruise for Up to 12 guests from Dolphin Landings Charter Boat Center ($786 Value)

Dolphin Landings Charter Boat Center

Multiple Locations

Private cruise of Boga Ciega Bay on a 41-foot sailboat stocked with soft drinks and water; passengers can also bring their own beverages

$786 $395

$135 for an Eight-Hour Pontoon-Boat Rental for Up to Eight from Belle Harbour Boat Rentals ($250 Value)

Belle Harbour Boat Rentals

Tarpon Springs

Equipped with maps, a group of up to 8 people can embark on a day of sightseeing or fishing; a lesson in basic boat functions is included

$250 $135

$39 for a 60-Minute WaveRunner Rental from Lottoboat ($66 Value)

Lottoboat

St. Petersburg

WaveRunners are capable of skimming Harborage Marina waterways at high speeds or leisurely cruising scenic routes

$66 $39

Two- or Four-Hour Deck Boat Rental from Lotto Boat (Up to 56% Off)

Lotto Boat

St. Petersburg

Spend hours out on the water in a mid-size power boat that can fit up to eight people

$198 $99

$130 for 2-Hour Dolphin Tour Pontoon-Boat Rental for Up to 9 at Tampa Bay Boat Rental ($300 Value)

Tampa Bay Boat Rentals

Madeira Beach

Close to St. Pete beach and Treasure Island, adventurers set out to explore local waterways for dolphins or for exotic locales atop a boat

$300 $130

Four-Hour or Eight-Hour Rental of a Standup Paddle Board from Windsong Charters & Boat Rentals (Up to 56% Off)

Windsong Charters & Boat Rentals

Flor-a-mar

Dock attendants outfit clients for paddle amid the wildlife, hidden channels, and sunken boats of Florida’s coastline

$45 $20

Guided Manatee-Snorkeling Tour for One or Two from Adventure Diving (Up to 55% Off)

Adventure Diving

Crystal River

Guides lead small groups of snorkelers into the waters of Crystal River to examine manatees in their natural habitat

$55 $26

Dave MacVicar 'Sailing Stone' Canvas Art

Groupon Goods

Online Deal

  • Color: Multi-color

$79.99 $38.99

Caspar David Friedrich 'On Board a Sailing Ship' Canvas Art

Groupon Goods

Online Deal

  • Color: Multi-color
  • Size: 35 x 47

$219.99 $87.99

Dave MacVicar 'Sailing Stone' Matted Framed Art

Groupon Goods

Online Deal

  • Color: Multi-color
  • Size: 16 x 16

$87.97 $45.99

Wild Apple Portfolio 'Sailing Ships' Framed Art Print 28x24-in

Groupon Goods

Online Deal

Wild Apple Portfolio ‘Sailing Ships’ Framed Art Print 28x24-in

$199.95 $169.95

Moschino Moschino Forever Sailing Men 3.4 oz EDT Spray

Groupon Goods

Online Deal

  • Size: 3.4 oz

$99 $33.99

Morning, from a Set of Six Prints of Sailing Boats by Yoshida Hiroshi

Groupon Goods

Online Deal

  • Color: Multi-color
  • Size: 24H x 17W x1D

$149.99 $109.99

Moschino Moschino Forever Sailing Men 1.7 oz EDT Spray

Groupon Goods

Online Deal

  • Size: 1.7 oz

$70 $27.99

Sailing Watch

Groupon Goods

Online Deal

  • Size: Large
  • Style: Fashion

$44.95 $41.99

Sailing Storage Step-Up

Groupon Goods

Online Deal

  • Color: Multi-color

$59.95 $41.99

Sailing Book Display

Groupon Goods

Online Deal

  • Color: Multi-color

$89.95 $56.49

Sailing Toy Box

Groupon Goods

Online Deal

  • Color: Multi-color

$199.95 $129.46

Vintage Boats Sailing Seascape Painting Metal Wall Art 60x32 5 Panels

Groupon Goods

Online Deal

  • Color: Multi-color

$245 $170.99

Vintage Boats Sailing Seascape Painting Metal Wall Art 60x28 5 Panels

Groupon Goods

Online Deal

  • Color: Multi-color

$265 $170.99

Sailing Extra Chairs (Set of 2)

Groupon Goods

Online Deal

  • Color: Multi-color

$119.95 $81.99

Vintage Boats Sailing Seascape Painting Metal Wall Art 48x28 4 Panels

Groupon Goods

Online Deal

  • Color: Multi-color

$225 $151.99

Brown Sailing Boat Seascape Painting Metal Wall Art 36x28 3 Panels

Groupon Goods

Online Deal

  • Color: Multi-color

$200 $147.99

Select Local Merchants

  • Waves Boat & Social Club
    Nearing its 10th anniversary, Waves Boat & Social Club's fleet of power boats, pontoons, sailboats, and even kayaks offer aquatic explorers a wide range of options upon which to take to the seas. The team of boating enthusiasts assist visitors in finding the perfect boat for their outing, whether it's a quick paddling excursion or a leisurely float on a pontoon that can fit up to 13 people or 50 sloths. Across four locations, members can enjoy unlimited access to all the club's vessels, assured by more than 20 years of boating experience to back it up.
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    Sarasota, FL US
    +19417951600
  • Sarasota Boat Rental
    Set your course for Sarasota Boat Rental in Sarasota for a relaxing afternoon of boating on one of their ship-shape vessels. Don't worry about packing a snack. This center has a great restaurant so you can keep the fun going. You won't need to get a sitter before heading to this center — kids are more than welcome at this family-friendly establishment. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    Sarasota, FL US
    +19419510550
  • Le Barge Tropical Cruises
    If it's the boater's life for you, you'll want to check out the incredible seaworthy vessels for rent at Le Barge Tropical Cruises in Sarasota. Sit down for a savory meal at their in-house restaurant. Take the kids along too — this center is a great spot for families with activities that even little ones will love. Le Barge Tropical Cruises is just steps away from a parking lot.
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    Sarasota, FL US
    +19413666116
  • Sarasota Sailing Squadron
    Take some time off to unwind on the water. Your ship awaits a Sarasota Sailing Squadron in Sarasota. Head on over to the in-house restaurant for a delectable meal. You won't need to get a sitter before heading to this center — kids are more than welcome at this family-friendly establishment. Parking is plentiful, so patrons can feel free to bring their vehicles.
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    Sarasota, FL US
    +19413882355
  • Enticer Water Sports
    Cast away all your troubles and take a relaxing boating trip with Enticer Water Sports in Sarasota. Service and taste make a great restaurant, and that's why you won't be disappointed by this center. Tots are more than welcome to hang with their parents at this center. Parking is plentiful, so guests can feel free to bring their vehicles.
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    Sarasota, FL US
    +19413667245
  • CaliFlorida Surf and Skate Shop
    Sports fans know to plan their weekend around CaliFlorida Surf and Skate Shop in Sarasota. Head on over to the in-house restaurant for a delectable meal. The perfect place to take the kids, this club won't cost you a sitter. Drivers will embrace the number of street and lot parking choices close to CaliFlorida Surf and Skate Shop.
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    Siesta Key, FL US
    +19413460310

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