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    Best results for Sailing in Bradenton Beach, FL

    Showing 1-19 of 19 results
    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
    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
    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

    Private daytime sail with dinghy access for island exploring
    5.0 • 25 reviews
    $1,356& up
    Gulfport Sunset Sail Charter

    Gulfport Sunset Sail Charter

    Private evening sailing with sunset views across Tampa Bay

    Private evening sailing with sunset views across Tampa Bay
    5.0 • 25 reviews
    $1,356
    2.5-Hour Schooner Sailing Cruise in Treasure Island

    2.5-Hour Schooner Sailing Cruise in Treasure Island

    Classic schooner sailing with open-deck Gulf views

    Classic schooner sailing with open-deck Gulf views
    4.9 • 209 reviews
    $68/ person
    8-Hour Tampa Bay Sailing Charter

    8-Hour Tampa Bay Sailing Charter

    Private catamaran sailing with space to swim, paddle, and unwind

    Private catamaran sailing with space to swim, paddle, and unwind
    4.9 • 517 reviews
    $2,916
    Sunset Sailing Charter in St. Pete

    Sunset Sailing Charter in St. Pete

    Sail Tampa Bay at golden hour aboard a 40-foot luxury catamaran

    Sail Tampa Bay at golden hour aboard a 40-foot luxury catamaran
    4.9 • 517 reviews
    $1,744
    6-Hour Sailing Charter in St. Pete

    6-Hour Sailing Charter in St. Pete

    Private, wind-driven sailing aboard a 48-foot Jeanneau yacht

    Private, wind-driven sailing aboard a 48-foot Jeanneau yacht
    4.9 • 517 reviews
    $1,705
    4-Hour St. Pete Private Sailing Charter

    4-Hour St. Pete Private Sailing Charter

    Sail Tampa Bay aboard a private 48-foot Jeanneau yacht

    Sail Tampa Bay aboard a private 48-foot Jeanneau yacht
    4.9 • 517 reviews
    $1,211
    Sunset Sailing Charter in St. Petersburg

    Sunset Sailing Charter in St. Petersburg

    Private 2-hour sunset sail with downtown St. Petersburg views

    Private 2-hour sunset sail with downtown St. Petersburg views
    5.0 • 4 reviews
    $559
    3-Hour Daytime Sailing Cruise in St. Petersburg

    3-Hour Daytime Sailing Cruise in St. Petersburg

    Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete

    Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete
    5.0 • 4 reviews
    $559
    Morning Sailing Cruise on Tampa Bay

    Morning Sailing Cruise on Tampa Bay

    Start the day aboard a classic yacht with optional sailing instruction

    Start the day aboard a classic yacht with optional sailing instruction
    5.0 • 4 reviews
    $480
    Treasure Island Sunset Sailing Cruise

    Treasure Island Sunset Sailing Cruise

    Watch the Gulf sunset aboard a traditional schooner

    Watch the Gulf sunset aboard a traditional schooner
    4.9 • 209 reviews
    $73/ person
    Gaff-Rigged Schooner Charter in Treasure Island

    Gaff-Rigged Schooner Charter in Treasure Island

    Sail Boca Ciega Bay on a private schooner with drinks and a restroom aboard

    Sail Boca Ciega Bay on a private schooner with drinks and a restroom aboard
    4.9 • 209 reviews
    $1,836
    Sunset Sailing Charter in Treasure Island

    Sunset Sailing Charter in Treasure Island

    Private evening sailing with sunset views on Boca Ciega Bay and the Gulf of Mexico

    Private evening sailing with sunset views on Boca Ciega Bay and the Gulf of Mexico
    4.9 • 209 reviews
    $1,836
    Private Sailing Charter in Treasure Island

    Private Sailing Charter in Treasure Island

    Sail Boca Ciega Bay and the Gulf while watching for dolphins

    Sail Boca Ciega Bay and the Gulf while watching for dolphins
    4.9 • 209 reviews
    $792
    Bradenton Beach790Boat Tours143Yacht Charters88Kayaking Tours83Boat Rentals78Sailing19
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