Sailing in Sarasota Springs, FL


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

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

American Sailing Association 103 Certification for One or Two at Simple Sailing Charters & Sales (Up to 59% Off)

Simple Sailing School, LLC

St. Petersburg Municipal Marina

Class covers how to skipper a slopp-rigged keelboat including auxiliary engine operation, docking procedures, and basic coastal navigation

$675 $350

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

$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

$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

Two Hours of Bowling and Shoe Rental for Two, Four, or Six at AMF Bowling Co. (Up to 49% Off)

AMF Bowling Centers Inc. (A Bowlmor AMF Company)

Multiple Locations

Long-time bowling industry leader with 200+ locations across the country offers two-hour bowling packages for groups of two, four, or six

$95 $48

Roller-Skating Outing for Two or Four with Skate Rental at Astro Skate Family Fun Center (Up to 47% Off)

Astro Skate Family Fun Center

Bradenton Astro Skate

Skaters coast on new skates across wood floors of indoor rink to buoyant beats of pop music from a new sound system; includes skate rental

$16 $9

Parasailing for Two or Four People at Parasailing The Pass (Up to 34% Off)

Parasailing The Pass

Treasure Island

From the merchant: Enjoy a fun and exhilarating ride. There is simply no better view than the one you’re about to experience!

$150 $99

Tandem Skydive for One or Two or Premium Champagne Package for One or Two (Up to 37% Off)

Skydive City/Z-Hills

Zephyrhills

Connected to an instructor, skydivers hurtle toward the earth at 120 mph before opening their chutes and gliding down on a 5-minute descent

$179 $119

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

$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

$28 for 2 Hours of Bowling + Shoe Rental for Up to 4 People at Pin Chasers East Pasco (Up to $56 Value)

Pin Chasers

East Pasco

Dozens of lanes support bowling strikes with automated scoring and touchscreen consoles

$56 $28

All-Day Paintball Package with Equipment Rental for 4, 8, or 12 from Paintball Tickets (Up to 88% Off)

Paintball Tickets

Multiple Locations

Amongst hollowed-out vehicles, paintballers combat safely with rental equipment and all-day play

$120 $19

Three-Hour Attractions Pass or an All-Day Pass at Andretti Thrill Park (Up to 42% Off)

Andretti Thrill Park

Melbourne

Passes grant unlimited use of attractions such as go-karts, laser tag, a ropes course, and the new spinning coaster

$39.44 $24.99

Paintball Package for Two, Four, Six, or Eight from Paintball Promos (Up to 80% Off)

Paintball Promos

Multiple Locations

Paintball Promos packages include choice of several area fields, admission, and all necessary equipment

$80 $18

$30 for a Manatee Tour & Snorkel-Equipment Rental for One Adult from Manatee Tour and Snorkel ($49 Value)

Manatee Tour and Dive Ocala

Crystal River

Guides lead snorkelers on safe tours of Crystal River National Wildlife Refuge to cavort with west indian manatees in warm waters

$49 $30

One-Hour Paddleboard Rental for One or Two from Native Rentals (Up to 50% Off)

Native Rentals

Surferbus Flamingo Cay, Beachhead

Explore nearby waters atop a paddleboard

$58 $29

18-Hole Round of Golf with Cart and Balls for One, Two, or Four at Long Marsh Golf Club (Up to 59% Off)

Long Marsh Golf Club

Long Marsh Golf Club

18-hole game measures to 7,000 yards from the back set of tees, as golfers cover more than 450 acres of lolling fairways and pristine greens

$50.99 $22

One Round for Two or Four on the Champion Course at Seven Springs Golf and Country Club (Up to 65% Off)

Seven Springs Golf and Country Club

Seven Springs Golf and Country Club

The longer, more challenging course at Seven Springs Golf and Country Club sets players against the wetlands and a series of dog legs

$107 $39

$185 for VIP Tandem Skydiving Package with T-Shirt from Jump Florida Skydiving ($319 Value)

Jump Florida Skydiving

Plant City

USPA-licensed instructors jump from a turbine airplane with customers in one of the world’s highest tandem skydives after a ground training

$319 $185

Paintball Package for Two, Four, or Eight at Blitzkrieg Paintball (Up to 75% Off)

Blitzkrieg Paintball

Tampa

Two outdoor speedball courts populated with inflatable obstacles and three woodsball fields with paint grenades and mines

$90 $25

Tampa Roller Derby Doubleheader Bout on October 1 or 22 at 6 p.m.

Tampa Roller Derby

The Wrecking Hall

Skaters from TRD’s house teams—including Cigar City Mafia and Switchblade Sisters—compete in fast, action-packed bouts

$30 $17

The Ranch Experience for One or Two at Gus Trent Horseback Riding (Up to 43% Off)

Gus Trent Horseback Riding

East County Civic Group

Learn the basics of horseback riding, horse care and handling, and working cows on horseback; riders ages 8 and older

$75 $45

Range Outing for One or Two with Pistol Rental at Florida Firearms Academy (Up to 62% Off)

Florida Firearms Academy

Town N County Alliance

After a short lesson, two people share a lane and unlimited rentals of pistols

$66 $25

$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

1 or 2-Hour Paddleboard Rental, 2-Hour Rental for Two, or 2-Hour Tour for Two from SUP Escapes (Up to 54% Off)

SUP Escapes

St. Petersburg & Fort De Soto Park

Paddle past islands and mangroves during a tour or self-guided rental, including safety equipment and brief lesson

$25 $12

One or Three 45-Minute Horseback Riding Lessons at Saddle Up Riding Club (Up to 51% Off)

Saddle Up Riding Club

Saddle Up Riding Club

Experienced instructors lead horseback riding lessons for students ages 12 years and up

$40 $20

Paddleboard Lesson with One or Two Hours of Paddling for One or Two at Siesta Key Paddleboards (Up to 68% Off)

Siesta Key Paddleboards

Siesta Key Paddleboards

Students learn how to sit, kneel, and stand on a board before enjoying one or two hours of self-guided paddling

$60 $20

Four-Hour Rental of One Tandem Kayak or Two Single Kayaks from Palma Sola Kayaks (51% Off)

Palma Sola Kayaks

Palma Sola Kayaks

In a single or two-person kayak, explore the picturesque waters of Palma Sola Bay while keeping your eyes peeled for dolphins and manatees

$80 $39

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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