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    Find Sailing Charters Near You

    4.9
    (4,263 Reviews)

    Page 9 of 10 • 240 listings

    36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise
    Fishing in Bay Pines · 6 guests

    36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

    5.0
    $150hour
    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
    Powerboats in Bay Pines · 10 guests

    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

    4.8
    Superowner
    $49hour
    John’s Pass: Sailing, dolphins and sightseeing
    Sailing in Treasure Island · 6 guests

    John’s Pass: Sailing, dolphins and sightseeing

    5.0
    $200hour
    Luxurious 40ft Leopard Catamaran - ALL INCLUSIVE
    Sailing in Treasure Island · 6 guests

    Luxurious 40ft Leopard Catamaran - ALL INCLUSIVE

    New
    $215-$500hour
    2017 Robertson and Caine Leopard 40 - Luxury Catamaran
    Sailing in Treasure Island · 12 guests

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    5.0
    $225-$350hour
    Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
    Sailing in Saint Petersburg · 6 guests

    Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

    5.0
    $205-$230hour
    Single Paddle Kayak
    Adventures in Ellenton · 1 guest

    Single Paddle Kayak

    New
    $25hour
    ''Remarkable I'' 54ft Aquila Powercat Rental in Palmetto, Florida
    Sailing in Palmetto · 13 guests

    ''Remarkable I'' 54ft Aquila Powercat Rental in Palmetto, Florida

    New
    $1,147hour
    New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!
    Powerboats in Holmes Beach · 8 guests

    New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!

    4.9
    $372-$515day
    ''Aloan at Last''r Mega Yacht Rental in Sarasota, Florida
    Events in Sarasota · 13 guests

    ''Aloan at Last''r Mega Yacht Rental in Sarasota, Florida

    New
    $1,690hour
    Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul
    Sailing in Stuart · 6 guests

    Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul

    5.0
    $225hour
    Sunset Sailing and Tours Catamaran in Flower Mound, Texas
    Sailing in Flower Mound · 8 guests

    Sunset Sailing and Tours Catamaran in Flower Mound, Texas

    New
    $125hour
    Casa Sul Mare - Home on the sea
    Events in Jupiter · 12 guests

    Casa Sul Mare - Home on the sea

    5.0
    $750-$1,000hour
    Hunter 336 Sailboat! Relaxing Sailing Palm Beach
    Sailing in North Palm Beach · 4 guests

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    5.0
    $120hour
    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
    Sailing in North Palm Beach · 4 guests

    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

    New
    $125hour
    Parasailing Adventure in West Palm Beach
    Adventures in Riviera Beach · 12 guests

    Parasailing Adventure in West Palm Beach

    New
    $109person
    "Thea Marie" Yacht Charter in Riviera Beach, FL
    Sailing in Riviera Beach · 49 guests

    "Thea Marie" Yacht Charter in Riviera Beach, FL

    New
    $1,288hour
    Cabbage Key, Captiva Day Trip 1-6 people Captained
    Powerboats in Cape Coral · 6 guests

    Cabbage Key, Captiva Day Trip 1-6 people Captained

    New
    $95-$119hour
    "Real Gone Daddy" Yacht Charter in West Palm Beach, FL
    Sailing in West Palm Beach · 13 guests

    "Real Gone Daddy" Yacht Charter in West Palm Beach, FL

    New
    $524hour
    Luxury Sport Boats Rental
    Powerboats in West Palm Beach · 12 guests

    Luxury Sport Boats Rental

    5.0
    $200hour
    ''Valentine'' Sea Ray SDX Series Deck Boat Rental in Fort Myers, Florida
    Powerboats in Fort Myers · 12 guests

    ''Valentine'' Sea Ray SDX Series Deck Boat Rental in Fort Myers, Florida

    New
    $535hour
    Got ASA Certification? Book this Jeanneau 389 Sailing Yacht
    Sailing in West Palm Beach · 8 guests

    Got ASA Certification? Book this Jeanneau 389 Sailing Yacht

    5.0
    $740day
    Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
    Sailing in West Palm Beach · 12 guests

    Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

    5.0
    $250hour
    Hakuna Matata - Party Catamaran in South Florida
    Powerboats in West Palm Beach · 43 guests

    Hakuna Matata - Party Catamaran in South Florida

    New
    $1,000hour

    Local Sailing Reviews

    1. CB

      Christine

      22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

      Great value and very efficient communication. The day we rented a boat was very windy. Richard provided a pontoon with a higher horsepower motor - it made our day much more enjoyable. We will definitely reach out to rent from Richard next time we are in FLA!

    2. Shajira

      Shajira

      2017 Robertson and Caine Leopard 40 - Luxury Catamaran

      Celebrated my 40th alongside my family on David and Emma’s catamaran and it turned out better than I would’ve ever imagined! Emma was the best captain and she was even more awesome with the kids. We went during spring break and their recommendations on where to go with the kids was just perfect. David was great with communicating with me since before I even booked the trip, and answered all the questions I had promptly. We all had such a great time, made so many memories and will definitely be booking with David and Emma again!!

    3. Meghan

      Meghan

      2017 Robertson and Caine Leopard 40 - Luxury Catamaran

      We booked David's boat for a bachelorette/30th birthday party and had a BLAST. David, and his daughter, Emma, were absolutely amazing. They were easy to get in contact with and responded promptly. Their boat was modern and perfect for what we were looking for. They even added some decorations and heart shaped sunglasses! We thought that was so thoughtful. If you're looking for a boat in St. Pete beach, I highly recommend this one!

    4. Daziah

      Daziah

      2017 Robertson and Caine Leopard 40 - Luxury Catamaran

      My family and I had an absolutely amazing time with David & his daughter! The took us to see dolphins, we got to jump off the boat, it was just wonderful. 10/10 would recommend. I can’t wait to book again!!

    5. KO

      Ken

      22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

      Perfect boat for a leisurely crusie - exactly what we were looking for. Richard was very prompt and professional - highly reccomend!

    6. BO

      Brian

      Luxury Sport Boats Rental

      2nd time booking - always the best experience. Would recommend to anyone looking for a great day on the water! Amazing experience

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