Cancel

    Open app

    Search

    Key Sailing

    4.3 (79 reviews)
    Closed 10:00 am - 4:00 pm

    Key Sailing Photos

    You might also consider

    Recommended Reviews - Key Sailing

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    Key Sailing

    Every year we visit Pensacola and Key Sailing is a must do! This year we did the Paddle Boats and the Pontoon! We had a blast seeing the Dolphins up close and personal and playing at Sand Island. Key Sailing is family owned and operated and they are amazing! Highly recommend and excellent pricing.

    Chicana N.

    On 09/27 we went to Florida and visited KEY SAILING to jet ski and what and amazing time I and my daughter and son in-law had. Great Customer Service I Appreciate Colby so much for going over board to help me .. Thanks to the owners for EXCELLENT CUSTOMER SERVICE FROM THE START UNTIL THE FINISH.. GO CHECK THEM OUT

    In the air
    Madison R.

    It was amazing my friends and I rented paddle boards and we also did parasailing. The staff was amazing and super friendly. We had an amazing time.

    Back left corner platform

    WE ARE LOCAL AND WOULD NOT RECOMMEND RENTING A PONTOON FROM THIS COMPANY BASED ON THIS EXPERIENCE. We have rented sailboats and done parasailing with them with no issues. Reserved/rented "deluxe" pontoon boat for Labor Day. Mechanically the boat functioned. Appearance and safety wise...huge disappointment. See photos. Customer service: check in busy. Launch person was not interested in providing even basic info. Recovery person was welcoming, gave great instructions and was helpful. Due to safety concerns (see pictures) will NOT rent from them again. We understand boats age but to rent with those issues AND not even bother to do basic cleaning is unsafe and unsanitary. Every stowage area with trash.

    Marielle S.

    When we made the decision to vacation in Florida, I knew that I wanted to go on a dolphin sighting expedition. I found Key Sailing on Yelp, David booked it and we were all set. We arrived at Key Sailing a half hour before our sunset trip, as we were told, and we were loaded onto a big boat at exactly 5:45. The good size boat held a lot of people, but didn't feel crowded, water was provided and the whole thing felt very safe. After a few minutes of preliminary instructions, we were on our way. First of all, one of the highlights for me was just getting out on the water and being on the boat. We drove way out into the Gulf for about 45 minutes, so we had a good chance of seeing some dolphins. Our boat "captain" was in constant communication with other boats who had spotted dolphins, so that we had a better chance of seeing some for ourselves. I'm not going to tell you that we saw dolphins majestically jumping out of the water as the sun was setting. As the captain told us- dolphins are wild animals that are going to do what they want to do. However, we did get to see a few groups of dolphins as they were feeding and that was pretty cool. Seeing them can be tricky, because you don't know if you're looking at a wave or a fin, but once you get the hang of it, you have no problem spotting them. I wish I had been able to see more, but I was happy that I saw any and, like I said, I enjoyed being on the boat. On the way back, we were able to see the most beautiful sunset and admire the Florida coast from afar- it was a night to remember. I would absolutely recommend Key Sailing- the trip was great, everyone was professional and it was a lot of fun!

    Janna L.

    ATTENTION.... Do not use Key Sailing for Parasailing! The Rope broke when my daughter and two other kids were on it! They said it happens all of the time! Seriously the scariest thing ever!! Go somewhere else! I'm very thankful they had a safe landing in the ocean and no one got hurt... but the fact that the manager acted like this happens all the time, is a crock!!! 2 years ago, 3 years ago, 14 years ago is all the years we heard when it last happened! WTH... everybody had a different year! The manager was very rude and didn't even want to refund the money. The money wasn't the issue, I just thank God they were lol safe!! But VERY UNPROFESSIONAL AND RUDE! This happened 06/20/2018

    See all

    Photo of Jane R.
    285
    8
    2

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Jim D.
    52
    1
    0

    8 years ago

    Had a great time. Great for younger kids. Very family friendly. Will difinely book again if in the area.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Amy B.
    0
    25
    2

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Jeff C.
    16
    12
    2

    12 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Rachel D.
    126
    89
    126

    11 years ago

    Helpful 1
    Thanks 0
    Love this 2
    Oh no 0

    11 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Will A.
    296
    7
    0

    10 years ago

    Person at check in was rude and obnoxious to guests. Prices are astronomical. I wouldn't get a rental here if someone paid me.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Amanda G.
    169
    237
    102

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    15 years ago

    The boat dogs were great! Not as good as Woody and Bac, but that's understandable.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of K M.
    0
    8
    0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of M B.
    1
    10
    2

    11 years ago

    Awesome company and great team. Very friendly and enjoyed the trip !! Recommend this to everyone

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    This place is kind of pricy, but so much fun! The guys were fantastic. they were funny and more than willing to tack pictures for us.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Awesome experience!! I would recommend this place to anyone going to Pensacola Beach !!

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    12 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    We had a great experience on our pontoon! They guys were very helpful and answered all our questions. Will definitely be back!!

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of M. B.
    3
    106
    12

    13 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Parasailing was fun. The 2 guys working on the boat were nice but I unfortunately didn't get their names. Kind of pricey.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 2 of 2

    Ask the Community - Key Sailing

    Review Highlights - Key Sailing

    Dolphin cruise is a must if you're on vacation in pensacola the crew was great and we saw plenty of dolphins!

    Mentioned in 9 reviews

    Read more highlights

    You might also consider

    Verify this business for free

    People searched for Boating 201 times last month within 15 miles of this business.

    Verify this business

    Key Sailing - boating - Updated September 2026

    Loading...
    Loading...
    Loading...