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Island Sailing

880 12th Ave South, Naples, FL 34102 (Old Naples)
239-248-0834
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Ranked #20 of 175 Activities in Naples
Owner description: Island Sailing provides FUN adveture sailing to guests of all ages. Come ride down beautiful Naples...
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Attraction details
Hours:
Sun - Sat 9:00 am - 9:00 pm
Owner description: Island Sailing provides FUN adveture sailing to guests of all ages. Come ride down beautiful Naples Bay and gaze at the mansion as we search for Dolphins, Manatees, Bald Eagles and Osprey. Once in the Gulf, our sails filled with wind, we cruise by stunning white beaches. Take the helm or just relax. Romantic sunset cruises too!! This will be the highlight of your vacation!! We have a BRAND NEW YACHT and spotless restroom!! Book NOW!!

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34 reviews from our community

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Date | Rating
  • English first
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English first
1 review
5 of 5 stars Reviewed December 12, 2014

If you're looking for a first-rate sailing experience in the Naples, FL area, "Island Sailing" is just the ticket. Without being over the top, every detail and customer need is taken care of by the Captain. The tone of the cruise is up the the customer - everything from a leisurely cruise to a sailing lesson and everything in between.... More 

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Columbus, United States
2 reviews
5 of 5 stars Reviewed December 7, 2014

My husband and I recently took a wonderful sailing trip from Naples, Florida, to Key West with Capt. Marlena Brackebusch of Island Sailing. The boat was beautiful, and the ocean voyage was magical. We had a couple of rough spots during the trip, but Captain Marlena kept us on track with her calm attitude and years of experience as not... More 

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Marlton, New Jersey
Contributor
12 reviews 12 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed November 2, 2014

Recently, my wife and I decided to celebrate her birthday and our anniversary with a day of sailing on the Gulf of Mexico. We had been in contact with Captain Marlena last year, but due to circumstances beyond anyone's control, we had to cancel. However, I had been in constant contact with the dear captain, and that was our good... More 

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Lexington
1 review
5 of 5 stars Reviewed September 30, 2014

I arranged our sailing adventure as a 28th anniversary gift for my wife. I worked with Captain Marlena to arrange a 4 hour afternoon trip which would culminate with a sunset view from the Gulf of Mexico. Captain Marlena worked nearly daily with me to monitor the weather, etc. I missed the anniversary date by 1 day, but the sailing... More 

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Bonita Springs, Florida
Senior Contributor
28 reviews 28 reviews
15 attraction reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed September 7, 2014

As a family we had so much fun!!! Marlena was a very experinced and freindly host, and did a very good job. I was able to sail myself reminding myself of when I sailed with my father as a child. Whilst sailing, the rest of my family were enjoying sunbathing at the front of the boat. The sunset was absolutly... More 

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Naples, Florida
Senior Reviewer
6 reviews 6 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed June 27, 2014

Based on our experience with Island Sailing and Captain Marlena i ask you to Answer the following questions : Do you like the sun and sea? Would you like to spend some time on the sea with an experienced captain? Would it be even better if that captain was most knowledgeable ,not only about the sea and boating but also... More 

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Davie, Florida, United States
Senior Contributor
21 reviews 21 reviews
6 attraction reviews
17 helpful votes 17 helpful votes
5 of 5 stars Reviewed May 18, 2014

My wife and I took a sunset cruise with Captain Marlena and it was truly an experience we both will remember forever. Captain Marlena is an excellent host and could not have possibly made us feel more comfortable. If you are looking to do something different while in Naples take a cruise with Captain Marlena - you will not regret... More 

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Albany, New York
1 review
5 of 5 stars Reviewed April 28, 2014

Our group of four sailed with Captain Marlena on a sunset cruise of Naples Bay on Island Dreams back on March 3rd, and it really was the highlight of our trip to Naples. Captain Marlena was very accommodating (part of our group was late to arrive), and through her skilled seamanship and warm personality she imparted to us her love... More 

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Naples, Florida
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed April 5, 2014

My son and I took a gorgeous morning sail on "Island Dreams" with Captain Doug. It was beautifully informative as well as thrilling! Next time we want to take the one-day sail to Marco; and after that.....perhaps Key West! Thanks to Captain Marlena, and especially Capt. Doug for a brilliant experience!

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Tully, New York
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 12, 2014

We are four recently retired wannabe sailors. We chartered "Knot on Call" and Captain Doug for a two day charter from Naples City Dock to Sanibel Island and back. Best idea we ever had. Feel like we can get back to our own sailboats with much more confidence and sharpened sailing skills. Thanks to both Captain Marlena of Island Sailing... More 

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?