Sailing catamaran vacation rentals in Pensacola Beach

Photo gallery for Sailing catamaran vacation rentals in Pensacola Beach

A marina with boats docked, wooden walkways, and a clear sky.
A narrow, wooden-lined kitchen with a sink, a stove, and a refrigerator.
A bed with a light blue quilt and two pillows, one with a decorative design.
A compact kitchen with a sink, a small countertop, and a stove.
A cozy interior with a sofa, pillows, and a small table.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Wake up on the waves
    A rare find — sleep on the water in this unique houseboat stay.
  • Discover nearby landmarks
    Walk to Pensacola Beach Beaches

Popular amenities

  • On beach
  • Patio
  • Dog-friendly
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Pensacola Beach, FL
  • Place, Quietwater Beach
    ‪1 min walk‬
  • Place, Pensacola Beach Boardwalk
    ‪2 min walk‬
  • Place, Casino Beach
    ‪8 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪27 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

2 bathrooms

Bathroom 1

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

Similar properties

Great spot for your morning coffee or viewing the sunset with a cocktail
SEACLUSION - Zen! Refreshing! Spotless! Calm! Well-appointed! Dock your boat!
Downtown Pensacola
  • Kitchen
  • Washing machine
  • Free Wi-Fi
  • Air-conditioning
10.0 out of 10, Exceptional, (148 reviews)
SEACLUSION - Zen! Refreshing! Spotless! Calm! Well-appointed! Dock your boat!

About the area

Pensacola Beach

Located in Pensacola Beach, this houseboat is on the beach. The area's natural beauty can be seen at Pensacola Beach Beaches and Casino Beach, while Saenger Theatre and National Museum of Naval Aviation are cultural highlights. Looking to enjoy an event or a game while in town? See what's going on at Pensacola Bay Center, or consider a night out at The Sabine Sandbar. Kayaking, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
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Map
Pensacola Beach, FL

What's nearby

  • Quietwater Beach - 1 min walk - 0.1 km
  • Pensacola Beach Boardwalk - 2 min walk - 0.2 km
  • Casino Beach - 8 min walk - 0.7 km
  • Pensacola Beach Gulf Pier - 10 min walk - 0.9 km
  • Pensacola Beach Beaches - 10 min walk - 0.9 km

Getting around

  • Pensacola Station - 20 min drive
  • Pensacola, FL (PNS-Pensacola Intl.) - 23 min drive

Restaurants

  • ‪Crabs We Got 'em! - ‬11 min walk
  • ‪Flounder's Chowder House - ‬7 min walk
  • ‪The Dock - ‬11 min walk
  • ‪Casino Beach Bar - ‬9 min walk
  • ‪Hilton Pensacola Beach - ‬13 min walk

Frequently asked questions

Is Sailing catamaran vacation rentals in Pensacola Beach pet-friendly?

Yes, this houseboat allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Sailing catamaran vacation rentals in Pensacola Beach?

As of 3 Nov 2026, prices found for a 1-night stay for 2 adults at Sailing catamaran vacation rentals in Pensacola Beach on 20 Feb 2027 start from AU$3,479, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Sailing catamaran vacation rentals in Pensacola Beach?

Check-in begins at 4:00 PM.

What time is check-out at Sailing catamaran vacation rentals in Pensacola Beach?

Checkout is at 10:00 AM.

Where is Sailing catamaran vacation rentals in Pensacola Beach located?

Nestled on the beach, this Pensacola Beach houseboat is just steps away from Santa Rosa Sound and Pensacola Beach Boardwalk. Pensacola Beach Beaches and Pensacola Beach Gulf Pier are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful experience. When I found this on Vrbo my initial thought was to try it for a few nights. Ended up booking for 7 nights and very glad that we did. Captain Kevin is a great host. He tries to do everything in his power to give you a great trip. Kevin will do all the cooking if you want and get you to some cool locations. Watching the Blue Angels practice while on the bow of the boat was definitely memorable. We also got to see one of the Coast Guard tall ship while we were cruising. If anyone is interested in the cruising lifestyle and has little to no experience, I highly recommend this for you.
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best experience ever!

Great experience. Sailing is exceptional, the owner teaches as much as you want to learn. Run the AC at night, sail all day. The meals are to die for. What am I waiting for to go back?
Stayed 4 nights in Jul 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway

We all SO enjoyed our stay with Kevin on his boat!!! He was such a gracious host…feel like we made and have a new friend for sure! He was knowledgeable of where to take us so that we could enjoy the things we love. The secluded beach area was our favorite!!! If we would have had our beach chairs and umbrella we’d have have stayed there all day! Can’t wait to do it again!!
Stayed 3 nights in Jun 2023
Response from VrboOwner on 9 July 2023
I feel like friends for life. It has been my pleasure to show this family(group) the cruising lifestyle. Everyone should experience waking up in a secluded anchorage. I loved this group, they loved to cook and kept us well fed!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Catamaran Cruise

The trip was too short but wonderful. Kevin is a great host. He has the perfect blend of professionalism and friendliness. I enjoyed his cooking and service. The boat was clean and had everything we needed to be comfortable while sailing. I hope to buy my own catamaran after this great experience.
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 20 July 2025
It was definitely a pleasure having Kayla and Louis on Trinity. We watched absolutely the best July 4th fireworks show ever!
Verified review

10/10 Excellent

Great sailing with Captain Kevin

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 doesn't 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. Can't wait to book another cruise on Trinity!
Stayed 3 nights in May 2018
Response from VrboOwner on 17 Mar 2020
Paul, It was great sailing with you, friends, and family. I will never forget Phillip sleeping in the hammock and the dinghy ride. You have some great sailing instincts, I encourage you to keep sailing.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Most unique vacation ever!

I booked this as a surprise for my husband and teenage son. I had no idea how perfect of a vacation this would turn out to be. Kevin was an incredible host and teacher! He continuously taught us about sailing and gave us opportunities to try things on our own. We spent 4 nights on Trinity, and each night we anchored somewhere new that brought its own magical things. Kevin always made sure we were comfortable and made the most of our trip. He made us breakfast every morning and dinner every night. I can’t say enough great things about our sailing adventure. It truly was one of a kind!
Stayed 4 nights in Jun 2024
Archival

10/10 Excellent

Sailing on Trinity around Pensacola Bay for a week was a fantastic vacation!

We booked Trinity on VRBO and I must say that the owner Kevin was a pleasure to work with. He responded quickly, and was very informative about the booking process. Trinity is VERY comfortable. If you feel like cooking you have a nice galley that has everything you need and there is also a grill. Or you can dinghy ashore to a restaurant for dining. We really enjoyed the paddle board that is provided. lots of family fun. the dolphins were out swimming with us! We anchored out for a night a Fort Pickens and got to see the most amazing sunset! Thank you so much to Kevin and Amy for a wonderful time on Trinity! Hope to do it again soon!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Memories to last a lifetime!

Where do I begin?! This trip was an amazing experience from start to finish and just kept getting better each day! Kevin is so welcoming and becomes part of the family while you’re on his vessel, the Trinity. He plans each day around your interests and is an amazing host. Kevin starts each morning off with the smell of coffee & breakfast cooked as you roll out of bed! He chartered us to white sand beaches and clear water where we saw stingrays and other marine life on our first day then we headed out and discovered our own personal dolphin cove (Literally, a TON of dolphins putting on a show for us both mornings we had anchored there!) and our last night we watched Pensacola’s 4th of July firework show right over the boat front & center! The whole trip was epic and full of sailing, swimming, laughter, and memories for a lifetime… even our 12 year old daughter enjoyed the whole experience! Thank you for your gracious hospitality, Kevin! We will be back on the Trinity again in the future for sure! :)
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing, once-in-a-lifetime experience

I honestly didn’t know quite what to expect going into this vacation- I had really no idea it would be so awesome! A ton of I-never-would-have-thought-I-would-do-this moments every day. Running for miles on the beach seeing basically no one. Kayaking with dolphins. Sunrise, dolphin splashes, and a rainbow, at the same time. Sailing through the bay - no engines. Letting out 7lengths of anchor chain and helping anchor down for the night. Watching my kids pilot the dinghy to shore. Shrimp boil and tuna steaks. Napping in a hammock, on a catamaran. Yeah, that all happened. Captain Kevin was amazing. Totally laid back, totally real, totally flexible, and totally focused on ensuring we had a great time. Not only is he a more than capable captain, but he’s a great cook, and he thoroughly enjoys doing this, which totally shows when he’s at the helm. Our family had an unforgettable experience doing this and we’re grateful Kevin has shared this lifestyle with us; we are definitely spoiled now and can’t do the beach any other way. Definitely want to do this again.
Stayed 3 nights in Oct 2019
Response from VrboOwner on 17 Mar 2020
This is a super family. I am a better person for knowing them. Thanks guys!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

An Unforgettable Sailing Adventure with Captain Kevin

Our stay on Kevin's sailboat was incredible. Having never stayed on a sailboat before, my wife and I were thrilled by every aspect of the trip. Kevin was an exceptional host, ensuring we were comfortable and well taken care of. We enjoyed gourmet meals, indulged in wine, and experienced a level of relaxation that's hard to find in everyday life. Kevin allowed us to use his dinghy to explore secluded beaches, and we saw dolphins, sea turtles, sharks, hermit crabs, and various birds. This trip was unforgettable for my wife and I. Being disconnected from the busyness of life, having minimal contact with people, and leaving our cell phones in our berths allowed us to truly lose track of time. We plan on taking this trip again and hope to share the experience with others. For those who haven’t tried this, think of it as camping in an RV. You won't have all the luxuries of home, but there's something rewarding about "roughing it" for a bit. You can't ask for a better host than Kevin. We spent hours talking about life; he is knowledgeable, humble, and always encouraged us to relax, watch the sunset, or lay on the trampoline at the front of the boat to count stars. His presence was so unobtrusive that we often forgot he was even there. In summary, our sailing adventure with Kevin was extraordinary. If you're looking for a unique getaway combining adventure, relaxation, and nature, this is the perfect trip for you.
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Life changing experience

If you are looking for a truly unique vacation experience, I highly recommend taking a trip with Captain Kevin on his catamaran. My recent trip on Kevin's cat was an absolute dream come true. From the moment we set sail, I felt completely at home and relaxed. The catamaran experience far exceeded my expectations. Captain Kevin is extremely knowledgeable and was a great instructor. Jennifer (my girlfriend) was appointed the rank of Admiral and given 1st class treatment throughout our voyage. I requested to be 1st mate and learn the "ropes" of sailing. After spending a few days under Captain Kevin's tutelage, I quickly became comfortable at the helm. The highlight of the trip was undoubtedly the time spent on the water. Each day we woke up to stunning views and spent our days exploring hidden coves, watching the Blue Angels practice their aerobatics and strolling along on beautiful beaches. As a host, Kevin was absolutely wonderful. He cooked delicious meals and we spent hours talking about sailing and life. Kevin was incredibly knowledgeable about the area and provided us with great recommendations for places to explore and things to see. The time we spent with Kevin on his beautiful boat convinced us to pursue a life aboard a catamaran. Until then we will definitely set sail with Captain Kevin on one of his future adventures.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 17 June 2023
Jeff and Jen were great guests and are perfect examples of my reason for these trips. I absolutely enjoy guests unwinding from normal stresses of normal life. Jeff and Jen jumped into this lifestyle quickly and enjoyed every minute of it. They slowed down and embraced each moment. I really enjoyed our conversations and learned as much from them as they did from me. Thank you for a successful trip.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Kevin was an amazing host! He is a great cook, kept everything clean, took us where we wanted to go, had great ideas on things to do, my teenagers had a great time too. Definitely recommend this trip for a great vacation and very affordable.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mother’s Day Holiday

The Catamaran and Capt. Kevin are very impressive. It was a very relaxing time, we loved sailing around with the wind in our faces! My 1 year old did amazing on the trip. We spent most of the time on the trampoline. We also were able to use the kayaks which was amazing! Capt. Kevin made us breakfast and dinner but also gave us full access to the kitchen if we wanted to make anything ourselves. He is extremely friendly and made us feel extra welcome. We had a wonderful time! Thank you again!
Response from VrboOwner on 14 May 2021
Amazed how fast I became one of the family. It was a great weekend and now call them my friends.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unique experience

We really enjoyed sailing and would love to do it again. Kevin was great, taught us much about sailing and the areas we visited, and was very patient with our 5 & 7 year old boys. Highly recommend. I don't think anyone would be disappointed.
Stayed 3 nights in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unique vacation experience

Surely, no doubt, a wonderfully fantastic vacation. Captain Kevin was so helpful throughout the whole trip. From making sure we had the right gear and food before the trip to helping us off load our gear right up to our car. We wanted to test the waters of live-aboard and he was more than eager to show us the "ropes" so to speak. Every day was a new adventure with a new surprise in store! We are so glad we took each of his suggestions as every one of them was so much fun.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unique getaway!

My kids and I had a great time on Captain Kevins vessel. It was a totally unique experience. We loved the clean boat and felt pampered throughout the three day trip. Florida beaches are beautiful and what better way to experience them through the ultimate private boating experience. We got to experience some excellent meals prepared by Captain Kevin. We always felt safe and totally relaxed. Yes, you will be learning boating 101 but that is part of the experience. Captain Kevin allowed me to bring kiteboading gear which is no easy feat due to the amount of extra stuff. We got lucky with the wind on one day which allowed me a chance to kiteboard....definite highlight. The kids will remember this trip for the rest of their lives. Thanks, Captain Kevin and Trinity.
Response from VrboOwner on 17 Mar 2020
My pleasure!
Verified review

10/10 Excellent

Very memorable experience.

Capt. Kevin made our experience on Trinity very memorable. He has a wonderful personality that made it feel like we were sailing with our best friend. We had two adults and three 19 year old girls who thought Capt. Kevin was so cool. He gave everyone lessons on sailing and even let us drive the boat which made us feel like he wanted us to have a part in the whole experience. The kayaks and paddle board were so much fun. Capt. Kevin made sure to anchor us in the perfect spot to watch the Blue Angels. He also cooked up some amazing dinners! The girls loved his scrambled eggs in the mornings. The beds are very comfortable and if needed, the a/c can be run at night. Trinity has everything you need to stay on the boat or if you want to go ashore for shopping or restaurants, Capt. Kevin will bring you in the dinghy. He took the time to find out what everyone wanted to experience on the boat and he made sure to accommodate everyone and we all had an amazing time.
Stayed 4 nights in Jul 2018
Response from VrboOwner on 17 Mar 2020
The pleasure was all mine. The trip with this family inspires me to offer these trips to others. Meeting new people can be uncertain at times but this family enjoyed the experience more than I could ever expected. They accepted the cruising lifestyle on a boat very easily. Cruising may be in their future. Thanks
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