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  • What Is a Mailboat? Working Postal Routes You Can Ride in 2026
  • Best results for

    Yacht Charters in Sarasota, FL

    Showing 1-24 of 70 results
    Anna Maria Island Private Party Boat with Water Slide

    Anna Maria Island Private Party Boat with Water Slide

    Customize a double-decker day on the water with a slide, sound system, and captain

    5.0 • 1.3K reviews
    $695/ boat
    St. Petersburg Sunset Yacht Charter

    St. Petersburg Sunset Yacht Charter

    Private Regal 4160 cruises for celebrations, relaxing outings, and time on the Gulf

    5.0 • 524 reviews
    $1,310& up
    Personalized Private Boat Charter in Gulfport

    Personalized Private Boat Charter in Gulfport

    Customize a private cruise for island beaches, dolphin viewing, or a St. Pete sunset

    5.0 • 390 reviews
    $265& up
    6-Hour Tiki Boat Charter in St Pete Beach

    6-Hour Tiki Boat Charter in St Pete Beach

    Create your own Tampa Bay day with cruising, sandbars, and your favorite drinks

    5.0 • 285 reviews
    $1,187
    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

    Customize a 4.5-hour private sandbar charter with a captain

    5.0 • 139 reviews
    $684
    Private Island & Sandbar Boat Charter in Sarasota

    Private Island & Sandbar Boat Charter in Sarasota

    Customize a Sarasota cruise with an experienced captain

    5.0 • 83 reviews
    $631& up
    Private Boat Charter in Anna Maria Island

    Private Boat Charter in Anna Maria Island

    Explore Sandbars, Islands, and Coastal Wildlife by Private Boat

    5.0 • 77 reviews
    $678& up
    4.5-Hour Siesta Key Sandbar Charter

    4.5-Hour Siesta Key Sandbar Charter

    Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim

    4.9 • 718 reviews
    $114
    Private 42' Sailing Catamaran Charter in Sarasota

    Private 42' Sailing Catamaran Charter in Sarasota

    Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

    4.9 • 527 reviews
    $3,522
    Private 40' Yacht Dolphin Cruise in Venice

    Private 40' Yacht Dolphin Cruise in Venice

    Enjoy Venice from the water with a yacht all to your group

    5.0 • 42 reviews
    $423
    Sarasota Bachelor & Bachelorette Party Charter

    Sarasota Bachelor & Bachelorette Party Charter

    Set sail on a private Sarasota party charter tailored to your celebration

    4.9 • 101 reviews
    $818
    6-Hour Private Boat Charter in Siesta Key

    6-Hour Private Boat Charter in Siesta Key

    Spend 6 hours on the water with a private Siesta Key boat charter

    4.9 • 76 reviews
    $904
    Private Sandbar Sailing Yacht Charter in Gulfport

    Private Sandbar Sailing Yacht Charter in Gulfport

    Sail to a sandbar with a private yacht as your home base

    5.0 • 25 reviews
    $1,695& up
    Private 41' Sea Ray Yacht Charter in St. Petersburg

    Private 41' Sea Ray Yacht Charter in St. Petersburg

    Private yacht cruising with space to relax, celebrate, or visit a sandbar

    5.0 • 524 reviews
    $1,146/ boat
    Private 42' Sandbar Boat Charter Around Anna Maria Island

    Private 42' Sandbar Boat Charter Around Anna Maria Island

    Customize a private cruise for sandbars, islands, and waterfront stops

    4.5 • 771 reviews
    $1,356& up
    37' Luxury Boat Charter Near Bradenton

    37' Luxury Boat Charter Near Bradenton

    Customize a luxury day on the water for swimming, fishing, sightseeing, or celebrations

    4.0 • 1 reviews
    $907& up
    Cruise Sarasota on a Private 2-Hour Charter

    Cruise Sarasota on a Private 2-Hour Charter

    Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

    4.9 • 718 reviews
    $57
    Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

    Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

    Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising

    4.9 • 527 reviews
    $2,527
    Sarasota 4-Hour Boat Charter

    Sarasota 4-Hour Boat Charter

    Build your ideal day on the water

    4.9 • 76 reviews
    $633
    Sarasota 4-Hour Private Yacht Charter

    Sarasota 4-Hour Private Yacht Charter

    Cruise Sarasota Bay with space to swim, socialize and relax

    4.9 • 527 reviews
    $1,810
    Cruise Sarasota Bay on a Private Sunset Charter

    Cruise Sarasota Bay on a Private Sunset Charter

    Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray

    4.9 • 527 reviews
    $1,808
    8-Hour Private Boat Charter in Siesta Key

    8-Hour Private Boat Charter in Siesta Key

    Build your own full-day private boat charter from Siesta Key

    4.9 • 76 reviews
    $1,243
    Cruise Sarasota Bay on a 3-Hour Sunset Charter

    Cruise Sarasota Bay on a 3-Hour Sunset Charter

    Charter the 50' Memory Maker for 3 hours with four lounge areas

    4.9 • 527 reviews
    $2,463& up
    Half-Day Private 54' Pardo Yacht Charter in Sarasota

    Half-Day Private 54' Pardo Yacht Charter in Sarasota

    Charter the 54’ Pardo Exit Strategy for 4 hours on Sarasota Bay

    4.9 • 527 reviews
    $3,557
    123
    Sarasota Things To Do
    Yacht ChartersBoat Tours164Boat Rentals100Kayaking Tours98Fishing Charters92
    More
    • Jet Skiing41
    • Dolphin Watching39
    • Bike Rentals27
    • Snorkeling23
    • Car Rentals20
    • Sunrise and Sunset Tours20
    • Equipment Rental14
    Train Tours
    12
  • Paddleboarding10
  • Parasailing9
  • Food Tours8
  • Scuba Diving8
  • Ferries7
  • Helicopter Tours7
  • Sailing7
  • Stand Up Paddle Boarding7
  • Trolley Tours7
  • Bar and Pub Crawl6
  • Bike Tours6
  • Ghost and Haunted5