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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
Sun 22 Sep
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You can choose the date already on the booking website
Starting at $425.00
Sun 22 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)
Rom_G
Mar 2021
We had an awesome time aboard the Telstra28. Art was very gracious on giving us information and answering questions since weā€™re thinking of getting trimaran ourselves. Learned to tack and jive, pretty awesome.
H3616ESlisam
Mar 2021
We had a wonderful experience! Captain Art was very accommodating and helpful! He made us feel very comfortable once we got on the boat. We will definitely be sailing with mainsails again! He provides water and soda also.
RJantz
Feb 2021
This was our first time to book a sail with Mainsail Naples, and we are already looking forward to booking again next time we are in Naples. My wife and I had a wonderful time! From the time of our booking Art, the captain, was responsive to every request and every need staying in communication with us up to the time of embarking with details of what to bring and where to meet. Though it is a very fairly large boat we loved the fact that it was a private cruise. Art make sure to discover what would be of most interest to us and tailored the trip to our preferences, whether it might be sailing toward the city or islands, seeing gorgeous homes or playful dolphins, or just relaxing in cushioned chairs on the bow. Art was professional and has equipped his boat with all the safety measures to ensure a safe and enjoyable sail. Also, Artā€™s easy and engaging way made the trip feel more like sailing with a friend than with a tour operator. Iā€™m sure if you book a cruise with him you will feel the same way. We could not have been more pleased! Rick and Katy.

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