Sailing catamaran vacation rentals in Pensacola Beach

Top rated by guests
Trinity taking guests for a sail.
Full galley with all the amenities.
Full galley for gourmet meals. 2 freezers, fridge, 3 burner stove,  deep sink.
From stateroom thru galley to head.
Salon with plenty of seating. With formal table it can seat eight.
review stars
10Outstanding
(19 Ratings)
Guests had an incredible time with Kevin on the sailboat, enjoying gourmet meals, secluded beaches, wildlife sightings, and memorable experiences. They felt pampered, relaxed, and eager to return for another unique adventure.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
10 / 10
Outstanding(19 Ratings)

Docked boat in Pensacola Beach, FL

4 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this docked boat rental

Admit it, you have always wanted to sail your own private yacht. Definitely on a short Bucket list!!!!Let's go sailing!! If you want to experience Pensacola Beach and surrounding sailing area like you have never have before, look no further. Enjoy your wine and cheese during a sunset sail. Kayak at Fort McRee. Wander the deserted beaches at Redfish Point or enjoy a local band at Pirates Cove. "Trinity" is a sailing catamaran that is a very stable 20 feet wide (no tilting) with two queen size berths and one full size berth. She has two bathrooms and air conditioning. She is able to sail to local anchorages or stay at Pensacola Beach. Guests will be transported to Trinity while at anchor at Pensacola Beach or at convenient marina. Guests have a choice to stay and enjoy the Pensacola Beach or sail to local anchorages. She has a full galley, spacious deck, salon, and cockpit. Enjoy a unique luxury experience aboard S/V Trinity, and wake up every morning on the water to a dark roast poured from a French Press. Trinity comes with her full time captain to insure the guests receive full attention while aboard. Guests are encouraged to participate and learn sailing during their unforgettable vacation. We also offer day Snorkel/Kayak trips and Wine/cheese pairing sunset sails in addition to our overnight charter sailing excursions.

Your sailing adventure starts here!!! Charter this pristine and luxurious Catamaran for up to 5 guests. See the Fee Section on Rates page for charter rates. This sailing yacht is specially equipped with all the amenities to make your sailing experience comfortable and stately. All berths are made to feel like a first class cabin. You will always be comfortable with air conditioning at night and hot showers. A well-appointed kitchen/Galley is ready for gourmet meals and fine dining. Dine in the spacious saloon or move outside for dining in the cockpit and enjoy the view. This is no ordinary sail boat. This is your floating condo with an amazing view.

*We are also now taking Reservations for week long trips to?? Where do you want to go? Already know how to sail, feel free to design your own trip. Captain Kevin wants everyone to enjoy Trinity as much as he has.

Captain Kevin has over 30 years of boating experience with 4 years sailing in the Pensacola area. He has taught sailing several years for the Red Cross. He is an avid airplane pilot with aerobatics training. He has practiced as a Chiropractor for the last 18 years. He has written a book "Mommies with Migraines" for headache sufferers. He doesn't want any aches on his boat. This perfect combination of experience means you can have the peace of mind of having a qualified Captain to take you to your destinations along with someone who knows how to make your guest experience first class. From cocktails at sunset with a seafood extravaganza to a morning fresh pressed coffee. Captain Kevin will guarantee that your charter experience will be unlike any other.

S/V Trinity has 3 kayaks and a stand up paddle board. She also has a dinghy to transport back and forth to beach or bar.

Captain Kevin's main priority is your safety (and having an amazingly fun experience is right behind that priority).
We absolutely love dogs and kids are always welcome. Face it, dogs are already barefoot, like the guests.

Keywords: luxury, yacht, Pensacola, Pensacola Beach, Fort McRee, Redfish Point, sailing catamaran, sailing, sunset sail, snorkel, kayaking, stand up paddle board, beach combing, beach, dolphins

Amenities at Sailing catamaran vacation rentals in Pensacola Beach

Non-smoking
Pets allowed

Map of Pensacola Beach, FL


Ratings and reviews

10 / 10
Outstanding(19 Ratings)
review starsSummary of reviews
Guests had an incredible time with Kevin on the sailboat, enjoying gourmet meals, secluded beaches, wildlife sightings, and memorable experiences. They felt pampered, relaxed, and eager to return for another unique adventure.
From real guest reviews summarized by AI
10 / 10Outstanding·Jul 2025
This was just the little adventure my family was looking for! My husband and I took our 14 yr old daughter and her friend. Captain Kevin was an amazing host. From cooking, to sailing, to finding semi-private beaches, etc. He encouraged the girls to kayak and explore. We were lucky enough that the Blue Angels had an air show and we got front row seats out on the bay. It was a perfect way to spend our family vacation.
10 / 10Outstanding·Jul 2025
Kevin is the most warming and welcoming host ever and he could as well be a chief! Me and my boyfriend joined Kevin for three days for July 2-5 and I am definitely spoiled now lol. This was a trip full of bunch of firsts and I enjoyed it all. If you are looking for a once in a life time experience and making a new friend definitely book with Kevin. Thanks again Kevin for keeping our belly full and the fun going, all while feeling safe.
10 / 10Outstanding·Jun 2025
What a wonderful experience! We loved our sailing and captain Kevin was fantastic and showed us a great time! We will definitely be back to sail again!!
5 / 10·Jun 2018
Trinity is very comfortable and easy to get around on. We really enjoyed sailing to the pass and Big Lagoon areas. Meals on board were excellent. Kevin is a very good cook. He is also a good sailing instructor and encourages, but doesnt demand participation. Although he is the skipper of Trinity, he can drop you off and pick you up almost anywhere with a dock or beach, at your request. Cant wait to book another cruise on Trinity!

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FAQs

Is parking included with this docked boat?

Parking is not specified as an available amenity at Sailing catamaran vacation rentals in Pensacola Beach. For more information, we encourage you to contact the property about where to park.

Is there a pool at this docked boat?

We didn’t find pool listed as an amenity for this docked boat. It may be worth double checking if a pool is important for your stay.

Is Sailing catamaran vacation rentals in Pensacola Beach pet friendly?

Yes! This docked boat is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Sailing catamaran vacation rentals in Pensacola Beach?

We found 2 amenities for this rental. This includes non-smoking, and pets allowed.