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    Best results for

    Sailing in Siesta Key, FL

    Showing 1-5 of 5 results
    3-Hour Sarasota Bay Sailing Catamaran Charter

    3-Hour Sarasota Bay Sailing Catamaran Charter

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

    Private sailing with spacious lounges, swim access, and Sarasota Bay views
    4.9 • 517 reviews
    $1,844
    Sarasota Sunset Sailing Charter

    Sarasota Sunset Sailing Charter

    Sail into golden hour with four spacious places to gather aboard

    Sail into golden hour with four spacious places to gather aboard
    4.9 • 517 reviews
    $1,844
    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

    Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key
    $2,221
    4-Hour Private Sailing Charter to Shell Key

    4-Hour Private Sailing Charter to Shell Key

    Sail to Shell Key for swimming, snorkeling, and shelling

    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

    Private 2-hour sunset sail with bay views and dolphin spotting
    $1,006
    Siesta Key Things To DoSailing5Boat Tours78Boat Rentals70Kayaking Tours70Yacht Charters62
    More
    • Fishing Charters33
    • Jet Skiing28
    • Bike Rentals25
    • Dolphin Watching25
    • Sunrise and Sunset Tours16
    • Snorkeling13
    • Car Rentals12
    • Train Tours12
    • Paddleboarding10
    Horseback Riding
    9
  1. Parasailing9
  2. Equipment Rental8
  3. Food Tours8
  4. Helicopter Tours7
  5. Outdoor Picnics7
  6. Stand Up Paddle Boarding6
  7. Trolley Tours6
  8. Scooter Rentals5
  9. Private Boat Charters4
  10. Scuba Diving4