Sail Key Largo

Sail Key Largo Come see us for a wonderful sailing adventure, without all the crowds and made just for you! We offer a boutique travel adventure.
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Call or email us so that our talented crew can help you plan your trip.

02/02/2020

We are no longer sailing but we recommend Pirates Choice at 305.896.5555. Would you please tell them we sent you? Enjoy Key Largo!

Hello everyone! The latest news is that we have been privately chartered for almost the whole summer, but we do have som...
05/30/2019

Hello everyone! The latest news is that we have been privately chartered for almost the whole summer, but we do have some limited availability. Please give us a call and we'll do our best to accommodate your needs or we can give you some awesome recommendations.

04/24/2019

We had a delightful time with Capt Robert...the weather was perfect, the waters smooth, and the sunset stunning....a wonderful start to an evening celebrating a special wedding anniversary. I highly recommend Sail Key Largo!

Date of experience: April 2019⛡️

Reviewed 3 days ago via mobilePrivate Sunset CruiseAfter confirming fair weather earlier in the day for our private suns...
04/09/2019

Reviewed 3 days ago via mobile
Private Sunset Cruise
After confirming fair weather earlier in the day for our private sunset charter, Captain Robert met up with our family at the end of the dock behind the Key Largo Fisheries Backyard Cafe at the designated time. Captain Robert welcomed us aboard his modest catamaran, went through a short safety briefing and offered beverages and fresh fruit. The wind was steady and the clouds that remained until days end provided the perfect canvas for the suns final rays. We could not have asked for a more satisfying end to our Florida Keys vacation.

πŸ€πŸ€πŸ€πŸ€πŸ€ πŸ€πŸ€πŸ€Happy St. Paddy's Day πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€We can't guarantee you a pot of gold but we will have a lot of fun looking!
03/17/2019

πŸ€πŸ€πŸ€πŸ€πŸ€ πŸ€πŸ€πŸ€Happy St. Paddy's Day πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€πŸ€
We can't guarantee you a pot of gold but we will have a lot of fun looking!

Reviewed by LeAnn GFeb 23, 2019Sunset sailWe, two couples, took a sunset sail with Captain Robert and had a wonderful ti...
02/25/2019

Reviewed by LeAnn G
Feb 23, 2019
Sunset sail
We, two couples, took a sunset sail with Captain Robert and had a wonderful time. The booking was done online and confirmed and everything was handled professionally.
Captain Robert was friendly and laid back and put everyone at ease
He brought champagne and fresh fruit which was appreciated. We wouldn't hesitate to book another excursion with him.

02/03/2019

Reviewed 2 days ago via mobile
MAGNIFICENT SUNSET AND ALL AROUND OUTSTANDING EXPERIENCE!!
I can not recommend Sail Key Largo enough!
The whole experience exceeded all expectations!
I decided to take my father for his 60th birthday (whom neither him nor I had never been on a sailboat before) which took a little convincing to even get him to go in the first place. But boy was he pleasently suprised! We had the most beautiful father daughter experience! Captain Robert and Mate Eddie were awesome! Both were very knowledgeable and kind. You could tell they absolutely love what they do and that their main goal is provide the best experience for their riders as possible! The views we’re just priceless!!! The sunset breathtaking! What an amazing way to enjoy a β€œsunset ride”
We visit the keys twice a year and already have our dates booked for our next upcoming trip in April!
Thank you again Sail Key Largo! ❀️❀️

12/18/2018

πŸŽ„β›΅οΈπŸŽ„πŸ””πŸŽ„πŸŽ…πŸŽ„β›΅οΈπŸŽ„πŸ””πŸŽ„πŸŽ…πŸŽ„From our family to yours,
best wishes for a very
Merry Christmas
πŸŽ„β›΅οΈπŸŽ„πŸ””πŸŽ„πŸŽ…πŸŽ„β›΅οΈπŸŽ„πŸ””πŸŽ„πŸŽ…πŸŽ„

10/30/2018
Reviewed by tequilarozzeOct 19, 2018Sunset sailboatThis was absolutely Perfect! Such nice people and we had the perfect ...
10/22/2018

Reviewed by tequilarozze
Oct 19, 2018
Sunset sailboat
This was absolutely Perfect! Such nice people and we had the perfect sunset. It was our last night in the Keys and I cant thank them enough for making the end of our 1 year Anniversary trip the best! Highly recommend them. Nothing better than sailing!

Reviewed yesterday via mobileSunset Sail was highlight of our trip !!!Sail Key Largo experience was perfect ! Laid back ...
09/17/2018

Reviewed yesterday via mobile
Sunset Sail was highlight of our trip !!!
Sail Key Largo experience was perfect ! Laid back Captain was friendly but also provided a quiet romantic atmosphere so we could enjoy the sunset and such a magnificent setting as a couple ! Catamaran ride was completely smooth sailing even when we encountered choppy water . Will definitely do this again next trip to key largo !!

Reviewed yesterday via mobileJust fabulous!!We took 2 trips with Captain Robert and Eddie. First we did the sunset sail ...
08/11/2018

Reviewed yesterday via mobile
Just fabulous!!
We took 2 trips with Captain Robert and Eddie. First we did the sunset sail and it was amazing! So peaceful and relaxing. It was overcast so no great sunset pics but still totally worth it. The next day we did the snorkeling trip β€” we had 4 adults and 1 teen, 3 had snorkeled before and 2 never had. Everyone loved it! Captain Robert gave us instructions and took us to 2 great spots. It was just our small group in both areas and that was really nice. Eddie got in and directed us so we saw more than we would have on our own. Would definitely book with them if we come back to Key Largo!

https://www.tripadvisor.com/ShowUserReviews-g34344-d11963076-r605077519-Sail_Key_Largo-Key_Largo_Florida_Keys_Florida.html #

08/02/2018

If you look closely you'll see a couple of dolpins ;)
Credit: of Instagram

06/20/2018

This pod of manatees were playing around the dock and I was shocked when I saw them "fighting" over a piece of fish. They are herbivores and had never seen or heard of them eating anything other than plants. I thought this was so interesting I had to share.

04/28/2018

Sunset cruise for our anniversary
We booked Captain Robert for our anniversary to take a sunset cruise. It was so beautiful and so much fun. The boat is comfortable and calming, just the sound of the waves hitting the side. It was tranquil and you could see the sunset so nice. We really enjoyed our time with them, plus they let us steer the boat! We really appreciated the knowledge of Captain Robert and his first mate. Definitely check this out! They are up and running!!

Thanks to Emily for the great review, and thank you for letting our crew take your crew out for the day! You guys are th...
04/20/2018

Thanks to Emily for the great review, and thank you for letting our crew take your crew out for the day! You guys are the BEST!!!!

Reviewed yesterday via mobile
Spring Break
Awesome experience, we got a close up view of the water and were able to dip our feet in as we sailed. Saw extraordinary wild life, totally custom trip and they brought us to the best options to fit our needs. Not only snorkeled but got to sail, two birds with one stone. Equipment was well kept and safe to use. Overall great experience and highlight of our trip.

We are so lucky. We meet all kinds of lovely and interesting people and these are two are at the top of our list! Sheldo...
04/14/2018

We are so lucky. We meet all kinds of lovely and interesting people and these are two are at the top of our list! Sheldon and Pamela are visiting the Keys as part of their grand adventure. Thank you so much for spending the afternoon with us, it was a pleasure getting to know you both!

04/11/2018

What a picture perfect day for our snorkelers, Kristin, John, Jack and Sherri. We had a blast and are so glad we got to know you!

04/11/2018

Late last week Captain Robert had two back to back sunset cruises. On Thursday Addie and Brad joined us for a FABULOUS sunset. On Friday we had the pleasure of meeting Linda, Edward, Ellen and Dave, who were visiting our beautiful Florida Keys. Thank you to our new friends, the crew at Sail Key Larg...

We always post pictures of our sunsets, but here's a change.....a sunrise! This one was taken by lovely Linda at the Hid...
03/27/2018

We always post pictures of our sunsets, but here's a change.....a sunrise! This one was taken by lovely Linda at the Hideout Restaurant.

03/18/2018

We had a lovely snorkeling adventure with Captain Robert on our honeymoon! We enjoyed a beautiful afternoon laughing and smiling with him and his co-caption! They went above and beyond to give us an adventure we will cherish for years to come!

Congratulations to honeymooners, Ben and April! We wish you all the happiness in the world😍
03/11/2018

Congratulations to honeymooners, Ben and April! We wish you all the happiness in the world😍

Yesterday we had a sunset charter with three friends all named John. Boy was that fun🀣
02/22/2018

Yesterday we had a sunset charter with three friends all named John. Boy was that fun🀣

02/14/2018

β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅

I and friend had a really beautiful 2 hour sunset sail with Robert on his sturdy catamaran. He offered a sail alongside several other yachts...I was shown how to hold a steady course with the tiller extension. My girlfriend was very comfortable on this particular sailboat. Thanks again captain Robert.

β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅β›΅

Even though it was cold (at least by Key Largo standards) we had a great sunset cruise.
02/08/2018

Even though it was cold (at least by Key Largo standards) we had a great sunset cruise.

02/08/2018

This is a belated shout out to Patrick and one of our youngest sailor's, Odin. Thank you for going out with us, we had a blast. We hope you had fun in Key Largo, and come back soon!β›΅

Just in case you weren't able to catch a sunset this weekend...here's a nice one for you to enjoy.
01/22/2018

Just in case you weren't able to catch a sunset this weekend...here's a nice one for you to enjoy.

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1313 Ocean Bay Drive
Key Largo, FL
33037

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