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The Best Kayak Rentals Near Osprey

Browse, book, and get out onto the water with local experiences.

    Our Favorite Kayak Rentals Near Osprey

    4.9 (2,647 reviews)

    •

    • 2024 Yamaha Premium Jet Ski’s in Sarasota, Florida
      Water Sports in Sarasota · 3 guests

      2024 Yamaha Premium Jet Ski’s in Sarasota, Florida

      New
      $100/hour
    • Fun and Adventure Await on a Brand-New Switch Sport!
      Powerboats in Bradenton Beach · 6 guests

      Fun and Adventure Await on a Brand-New Switch Sport!

      3.7
      $150/hour
    • High End Fishing Kayak. Great for fishing the mangroves and flats
      Adventures in Holmes Beach · 1 guests

      High End Fishing Kayak. Great for fishing the mangroves and flats

      New
      $50/hour
    • Princess 75' Mega Yacht for Charter
      Events in Anna Maria · 13 guests

      Princess 75' Mega Yacht for Charter

      New
      $1,828/hour
    • Prestige 59' Motor Yacht | Anna Maria, Florida
      Events in Anna Maria · 12 guests

      Prestige 59' Motor Yacht | Anna Maria, Florida

      New
      $1,050/hour
    • 22ft Supra 22 SSV Bowrider in Ruskin, On private wakeboard surf lake
      Powerboats in Tampa · 7 guests

      22ft Supra 22 SSV Bowrider in Ruskin, On private wakeboard surf lake

      New
      $125/hour
    • Experience the Thrill on a 22' Jetboat
      Powerboats in Ruskin · 10 guests

      Experience the Thrill on a 22' Jetboat

      5.0
      $79/hour
    • Water and Sun Adventures on the gulf with Captain Scott
      Powerboats in Gulfport · 6 guests

      Water and Sun Adventures on the gulf with Captain Scott

      5.0
      $105/hour
    • Boat tours for watersports, snorkeling, shelling, dolphins and sunset cruises
      Tours in Gulfport · 6 guests

      Boat tours for watersports, snorkeling, shelling, dolphins and sunset cruises

      5.0
      $109+/hour
    • 2022 Viaggio Lago 18R Pontoon
      Powerboats in Saint Pete Beach · 6 guests

      2022 Viaggio Lago 18R Pontoon

      New
      $80+/hour
    • 52ft Sea Ray Yacht Charter "BADA BING" In St. Petersburg Florida
      Events in Saint Petersburg · 13 guests

      52ft Sea Ray Yacht Charter "BADA BING" In St. Petersburg Florida

      5.0
      $375/hour
    • PINK & PURPLE sit in kayak- adult life jacket and paddle included
      Adventures in Saint Petersburg · 1 guests

      PINK & PURPLE sit in kayak- adult life jacket and paddle included

      New
      $60/day
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    Suggested Searches

    This weekend$100-$300 trips2-4 people

    Types of Boats Popular in Osprey

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    Top Kayak Rental Locations Near Osprey

    Most Popular Boat Tours in Osprey

    • 2024 Wellcraft 30ft with captain
      Fishing in Nokomis · 6 guests

      2024 Wellcraft 30ft with captain

      New
      $195/hour
    • 3 Hour Tikibar/Sandbar Hopping On 24ft Pursuit Center Console
      Tours in Sarasota · 6 guests

      3 Hour Tikibar/Sandbar Hopping On 24ft Pursuit Center Console

      New
      $175/hour
    • The Beach Bum SunDancer
      Powerboats in Sarasota · 6 guests

      The Beach Bum SunDancer

      5.0
      $175/hour
    • 43ft 2025 Brand New Yacht with Triple Yamaha 450HP with Bathroom
      Tours in Nokomis · 12 guests

      43ft 2025 Brand New Yacht with Triple Yamaha 450HP with Bathroom

      New
      $400/hour
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    Most Popular Fishing Boat Rentals in Osprey

    • Paradise Awaits! EcoTour/Fishing/Snorkel/Spearfishing
      Tours in Sarasota · 6 guests

      Paradise Awaits! EcoTour/Fishing/Snorkel/Spearfishing

      New
      $150/hour
    • 23ft Pontoon Boat with 150 Yamaha Hp engine in Nokomis
      Powerboats in Sarasota · 15 guests

      23ft Pontoon Boat with 150 Yamaha Hp engine in Nokomis

      4.4
      Superowner
      Best of 2026
      $69/hour
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    Recent Reviews in Osprey

    Top Kayak Rental Locations in the United States

    How To Book on Getmyboat

    4.9 out of 5! • 500,000+ reviews
    • Browse

      Browse

      Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.

    • Inquire & Book

      Inquire & Book

      Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

    • Enjoy

      Enjoy

      Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

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