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Best results for

Sailing in Sarasota, FL

Showing 1-7 of 7 results
Private 42' Sailing Catamaran Charter in Sarasota

Private 42' Sailing Catamaran Charter in Sarasota

Private sailing with spacious lounges, swim access, and Sarasota Bay views

4.9 • 517 reviews
$1,844
4-5 Hour Private Daytime Sail in St. Petersburg

4-5 Hour Private Daytime Sail in St. Petersburg

Private daytime sail with dinghy access for island exploring

5.0 • 25 reviews
$1,356& up
Private 42' Sailing Catamaran Sunset Charter in Sarasota

Private 42' Sailing Catamaran Sunset Charter in Sarasota

Sail into golden hour with four spacious places to gather aboard

4.9 • 517 reviews
$1,844
Gulfport Sunset Sail Charter

Gulfport Sunset Sail Charter

Private evening sailing with sunset views across Tampa Bay

5.0 • 25 reviews
$1,356
8-Hour Private Sailing Charter From Treasure Island

8-Hour Private Sailing Charter From Treasure Island

Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key

$2,221
Private Half-Day Sail & Shelling Trip to Shell Key

Private Half-Day Sail & Shelling Trip to Shell Key

Sail to Shell Key for swimming, snorkeling, and shelling

$1,547
Cruise Treasure Island On A 2-Hour Sunset Sail

Cruise Treasure Island On A 2-Hour Sunset Sail

Private 2-hour sunset sail with bay views and dolphin spotting

$1,006
Sarasota Things To Do
SailingBoat Tours152Kayaking Tours97Boat Rentals92Fishing Charters82
More
  • Yacht Charters70
  • Jet Skiing45
  • Dolphin Watching40
  • Bike Rentals27
  • Snorkeling23
  • Car Rentals20
  • Sunrise and Sunset Tours20
Equipment Rental
14
  • Train Tours12
  • Paddleboarding10
  • Parasailing9
  • Food Tours8
  • Ferries7
  • Helicopter Tours7
  • Outdoor Picnics7
  • Trolley Tours7
  • Bar and Pub Crawl6
  • Bike Tours6
  • Stand Up Paddle Boarding6
  • Scooter Rentals5