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Private Charter Sailing Trip

Overview
Come explore Florida's beautiful Paradise Coast aboard a Telstar 28 trimaran sailboat! Watch dolphins put on a show, scour the beach for shells, or simply cruise offshore and feel the wind in your sails.
City: Naples
Sat 21 Sep
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You can choose the date already on the booking website
Starting at $425.00
Sat 21 Sep
Starting at $425.00
Make a reservation
What's Included
Soda/Pop
Bottled water
Passengers 12+ Only
Additional Info
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • We welcome travelers ages 12 and older, and minors must be accompanied by a parent/legal guardian.
  • Face masks required for guides in public areas
  • Hand sanitiser available to travellers and staff
  • Regularly sanitised high-traffic areas
  • Gear/equipment sanitised between use
  • Transportation vehicles regularly sanitised
  • Guides required to regularly wash hands
  • Regular temperature checks for staff
  • Temperature checks for travellers upon arrival
  • Ages 12 and up only for safety reasons. Each passenger is provided a life jacket. The vessel is equipped with all Coast Guard required safety equipment. The cockpit and inside cabin have non-slip flooring. We strongly suggest non-slip, close-toed water shoes and exercising caution at all times.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (59)
JillPStLouis
Aug 2021
This was a great trip. We had the 4pm slot and the weather was being unpredictable with the rain. Art called me at 3:30 to check in and let me know what he was seeing on the radar and to see if we were flexible to wait until 5pm. He said he would call me at 4:30 to check in again. He was very timely and called me again when he said he would. He explained the weather looked good but we might not see much wind for sailing. We were still excited and wanted to go. Art was great at making sure everyone was comfortable and explaining the different things you could do. We saw dolphins, a manatee and some sort of ray. He let my 12 year old son man the boat. It was a wonderful 3 hours and I would highly recommend it. If weā€™re back in Naples we will definitely do it again.
manzquinn
Aug 2021
We were not even out of the no wake zone abs we saw dolphins. We snorkeled and went shelling and then went sailing for an entire afternoon. It was gorgeous being out on the water. We also saw a few sea turtles out there in the water with us! Art was a great Captian! We was very knowledgeable, carried a great conversation and made everyone feel comfortable! He provided great communication leading up to the trip, even recommended better times to sail based on the weather!This was the highlight of our vacation and we will absolutely do it again upon our return! It is an absolute must do!
Cmpoli
Jul 2021
We had a fantastic, relaxing sail with Art on Mainsail Naples. This was the best way to experience the sun and sea of Naples. Art gave us the flexibility to choose how we wanted to spend our afternoon - sailing, swimming, secluded beach shelling. We saw dolphins too! Art was also very knowledgeable about the area and the wildlife. And we even learned a little about sailing. We have teen twins and they really enjoyed the afternoon as well.

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