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All listings in Destin

Great sailboat rentals near Destin, Florida.

4.9(Average of 49 reviews in this area)
8 listings
Stiletto 30 Sailing Catamaran for Dolphin Watching, Sunsets, Snorkeling and More in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Sailing Catamaran for Dolphin Watching, Sunsets, Snorkeling and More in Destin

5.0
$150hour
Captained Charter On 34' Gemini 105 Cruising Catamaran In Shalimar, Florida
Sailing in Shalimar · 6 guests

Captained Charter On 34' Gemini 105 Cruising Catamaran In Shalimar, Florida

4.8
$135hour
2022 Lexington Pontoon Boat rental in Fort Walton Beach/ Destin FL.
Powerboats in Fort Walton Beach · 5 guests

2022 Lexington Pontoon Boat rental in Fort Walton Beach/ Destin FL.

4.9
$75hour
3-Hour Daytime Cruise in Destin, Florida
Sailing in Destin · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150hour
4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!
Sailing in Destin · 6 guests

4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

5.0
$150hour
Private Sunset Cruise (2-Hours) in Destin, Florida
Powerboats in Destin · 6 guests

Private Sunset Cruise (2-Hours) in Destin, Florida

5.0
$175hour
⭐️Brand new 25 person max capacity 30’ Double Decker Tritoon! Crab Island & Destin, FL.
Powerboats in Fort Walton Beach · 16 guests

⭐️Brand new 25 person max capacity 30’ Double Decker Tritoon! Crab Island & Destin, FL.

5.0
$165hour
Private Crab Island Boat Tours
Powerboats in Destin · 6 guests

Private Crab Island Boat Tours

New
$100hour

Sailing Reviews in Destin

  1. KI
    Kim
    ⭐️Brand new 25 person max capacity 30’ Double Decker Tritoon! Crab Island & Destin, FL.

    We had 13 in our family this year so needed a larger boat than previous years so we could all be together (8 adults and 5 kids ages 6 months to 7). This boat was spacious, clean, owner was very helpful in getting us setup since we didn’t want to drive ourselves and the kids absolutely loved the slide. They were all asleep by the drive back to the dock. We used Captain Al Berryman to drive us and he was great also.

  2. JF
    Joey
    Private Sunset Cruise (2-Hours) in Destin, Florida

    Ladd was our captain for this trip. We couldn’t ask for a better crew than him and Sebastian. We had to delay our trip a day because of a storm but they more than made up for it. They also documented our trip with photos that they emailed to us. It was very relaxing and informative. We also got to see some dolphins. Very nice people. Overall, a 10 star outing!

  3. LA
    Loany
    2022 Lexington Pontoon Boat rental in Fort Walton Beach/ Destin FL.

    Christopher was a great captain, he was very communicative and helpful and made sure everything went smoothly.

  4. ZG
    Zach
    Captained Charter On 34' Gemini 105 Cruising Catamaran In Shalimar, Florida

    I cannot thank Captain Karl and his wife Dodi enough. Relaxing evening, watched the sunset, and proposed to the love of my life. Even filmed the proposal and provided a bottle of champagne. This was the experience of a lifetime, and I couldn't be happier that I chose them to be a part of my big day. If you're looking for a romantic or just relaxing evening, give Captain Karl a call.

  5. Aja
    Aja
    2022 Lexington Pontoon Boat rental in Fort Walton Beach/ Destin FL.

    Our captain was great! We had so much fun. The boat was well equipped and comfortable. The price is unbeatable for the area. Our captain made sure we got some nice photos throughout the tour and saw all the hotspots! The captain also provided us with floaties and waterproof phone cases. We couldn't have asked for a better trip or captain.

  6. MM
    Mike
    4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

    Tracy & Ladd are true professionals, and a generally good time. The offering was exactly as presented and they catered to the specific requests we had. The boat is great and their knowledge of the area helped make this a fantastic afternoon on the water. I would highly recommend you book this if you are looking for a private charter in the Destin, FL area!