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All listings in Pensacola

Great sailboat rentals near Pensacola, Florida.

Page 1 of 14 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
$150/hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
Instant Book
 LOVELY 40FT SAILING CATAMARAN
Sailing in Pensacola · 6 guests

LOVELY 40FT SAILING CATAMARAN

New
$250/hour

Sailing Reviews in Pensacola

  1. AP

    Albalia

    Morgan 382 Sailboat for charter in Pensacola, Florida

    We shared our 24th wedding anniversary with Robert and Carly in their beautiful boat. The only thing we regret is not doing this sooner because they are amazing and it is an experience to cherish. You guys are the best and we will definitely be back! Looking forward for that paella next time! Thank you!!!

  2. Becca

    Becca

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    Amazing in every way! Kip & Elizabeth were so kind and accommodating. We got to relax, snorkel, and even saw some dolphins which made the trip extra memorable. Kip was always responsive to messages and the process couldn’t have been more seamless from start to finish. Couldn’t recommend enough!

  3. 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!

  4. 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!! :)

  5. KM

    Kennedy

    Morgan 382 Sailboat for charter in Pensacola, Florida

    This was so fun! Robert made our sail so enjoyable on his beautiful boat. We enjoyed some sun and stayed out into the evening to watch the sunset. Would highly recommend booking with Robert!

  6. JL

    Justine

    Morgan 382 Sailboat for charter in Pensacola, Florida

    Robert and Carlie were amazing hosts! Super fun family experience. Would definitely recommend this sail. Knowledgeable and felt safe, informed and relaxed the entire time. We will be back!