We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Discover unparalleled luxury and adventure aboard Second Wind, your perfect escape to the open waters. Our sailing charter is designed to provide you with an unforgettable experience, combining the thrill of sailing with the comfort of modern amenities. Here's what you can expect: Captain Included: Relax and enjoy your journey as our experienced captain navigates the pristine waters, ensuring a safe and smooth sail. Luxurious Cabin: Unwind in our elegantly designed cabin, featuring plush bedding and exquisite decor. The cabin offers ample space for relaxation, making it your cozy retreat on the sea. Refrigeration: Keep your beverages and snacks fresh in our onboard refrigerator, ensuring you have all the comforts of home while at sea. Island Trips: Explore stunning islands with guided trips that showcase hidden coves, pristine beaches. Each stop promises a unique and memorable adventure. Sunset Sails: Witness breathtaking sunsets over the horizon as you sail the tranquil waters. Our sunset sails are perfect for romantic evenings or peaceful moments with loved ones. Sailing Lessons: Whether you're a novice or looking to refine your skills, our sailing lessons cater to all levels. Learn the art of sailing from our expert captain and take the helm with confidence. 6-Person Maximum: For an intimate and personalized experience, our charters accommodate a maximum of six guests. Enjoy the exclusivity and attention to detail that come with a smaller group. Join us aboard Second Wind for a sailing experience like no other. Book your charter today and embark on a journey filled with luxury, adventure, and unforgettable memories.
Such an amazing experience! From the day I inquired to the moment we got off the boat , Arlo was a great person and made the experience unforgettable! Highly recommend, you won’t regret it and you’ll have the best memories to hold on to. Thank you again!
JR
Whether you’re considering your first adventure out at sea or perhaps taken a few adventures, Arlo is your guy for a great sailing experience, kind heartedness, and very experienced in boats and adventures out at sea. He ensured that we were taken care of, well attended, and was an excellent host. I highly recommend Arlo. He gave a great experience.
IH
Arlo is flexible and open for inquiries. Mine was engagement during sunset. So we made it and she said yes) Thanks Arlo, Fair finds and following seas!
Arlo is the best, incredibly accommodating.
MD
Great experience!! Would 10/10 recommend
Unwind in style aboard our 34ft sailboat in Tampa Bay, Florida! 🌴 Join us for sunset sails, sailing lessons, and unforgettable parties on the water. With room for up to 6 guests, it's the perfect setting for intimate gatherings or lively celebrations. Explore nearby islands on day trips and make the most of your Tampa Bay experience. Reserve your spot today and set sail for adventure! 2 hour minimum-Price includes captain, fuel, water, ice, and docking fees. No hidden charges. We are happy to accommodate any request that we possibly can. Some special requests we can accommodate are BBQ, Paddle boards, Dingy rides to the islands and more! Please let us know what you would like and we will absolutely do our best to make it happen!
You’ll get directions to the departure location when you make a booking.
Full refund up to 3 days prior.
Weather Cancellations: Safety is our top priority. If adverse weather conditions arise, we may need to cancel or reschedule your trip. In such cases, you will be offered the option to rebook for a later date. Late or No-Show Bookings: Punctuality is crucial for a smooth experience. If you are late, your charter time may be reduced accordingly. No-shows will be charged the full booking fee. Please contact us as soon as possible if you anticipate any delays. Safety Considerations: All guests must adhere to safety instructions provided by the captain. Life jackets are mandatory during certain conditions. Children must be supervised at all times. Boat Rules: To ensure everyone’s enjoyment, please respect the boat’s facilities and maintain cleanliness. Smoking is prohibited onboard. Alcohol consumption should be moderate, and any disruptive behavior may result in the trip being terminated without a refund. Additional Concerns: Any specific requirements or concerns should be communicated to us in advance. We strive to accommodate all guests and ensure a pleasant experience for everyone. By booking with us, you agree to these policies, helping us provide a safe and enjoyable sailing adventure for all.