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Group Size (2)
All listings in Destin

Great sailboat rentals near Destin, Florida.

Page 1 of 16 listings

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$149hour
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
The "Original Redneck Pontoon" Crab Island / Dolphin / Snorkeling Adventures
Powerboats in Destin · 6 guests

The "Original Redneck Pontoon" Crab Island / Dolphin / Snorkeling Adventures

New
$110hour

Sailing Reviews in Destin

  1. Lauren

    Lauren

    Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

    Wonderful time out on the water with Captain Bill! Very accommodating, kind and knowledgeable. Weather wasn’t cooperative but he was able to be flexible and come up with an alternative itinerary. Definitely recommend!

  2. 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!

  3. 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!

  4. KW

    Kel

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

    This was a GREAT trip..Captain Tracy's communication and follow thru was awesome.. although Tracy was unable to captain the boat Captain Ladd and Sebastian created an awesome experience for my girlfriend and I.. we even got up close and personal with the dolphins...I would definitely recommend and will use again

  5. Lindsay

    Lindsay

    3-Hour Daytime Cruise in Destin, Florida

    Unbelievable experience! These guys were the BEST!! Completely relaxing! 100% accommodating! Excellent communication! Amazing boat! Seriously the best!! Thank you so much! Look forward to another trip with you both!

  6. Dionna

    Dionna

    Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

    Captain Bill was AWESOME! The description and photos don’t do him and his catamaran enough justice! 10/10! He even knew it was our honeymoon and got us roses. Couldn’t recommend Captain Bill enough!! :)