We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in Pensacola

Great sailboat rentals near Pensacola, Florida.

Page 1 of 13 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
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75hour

Sailing Reviews in Pensacola

  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. AB

    Allison

    Morgan 382 Sailboat for charter in Pensacola, Florida

    The sailboat is beautiful & Robert and his wife were very friendly and hospitable. We had a wonderful time and the sunset views were beautiful!

  3. SW

    Scott

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    Family had a blast,dolphins, sharks, sea rays. Captain Kip made it a great day on the water.

  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. 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!

  6. LW

    Lindsay

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

    We had such an amazing time! Thank you so much! Perfect boat! Perfect Captain! Perfect Music! Perfect Weather! Perfect everything!! Will definitely book again with Captain Bill!