Private Sailboat Charter: Fort Lauderdale Adventure

Embark on a personalized ocean adventure with a private sailing charter in Fort Lauderdale. Cruise down the New River, pass millionaires row, and set sail in the Atlantic Ocean.

Duration: 4 hours
Cancellation: 24 hours
Highlights
  • A Day on the Water - The charter will commence and conclude at a private residence. Group photos will be taken as everyone boards to capture the memories of the day.
    Depending on the chosen tour, the Sailing Charters are available for either four hours or two hours. Captain Dan, a licensed boat captain with over 20 years of local sailing expertise,…
What's Included
  • Bottled water
  • Ice
  • Cups and plates
  • Cutlery
What's Not Included
  • Hotel drop-off
  • Hotel pickup and drop-off
  • Transportation to/from attractions
Additional Information

Embark on an unforgettable journey beginning in Fort Lauderdale on the New River, often referred to as the “Venice of America.” The New River showcases a mix of natural beauty, luxurious residences, and intriguing history. The adventure continues past the lively Port Everglades and the impressive cruise ships to the stunning blue waters of the Atlantic…

Location
937 Mandarin Isle
Mandarin Isle
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(390 Ratings)
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1 star
Rich
Feb 5, 2026
Best Experience!!!! - Captain Dan was totally laid back, and provided a really relaxing and amazing experience with some fun stories along the way. This is truly a custom private excursion that feels like a real luxury. Gorgeous ride through the intercoastal viewing amazing homes and yachts, then the sails unfurl when you hit the open seas and WOW!
Review provided by Viator
Cinjoluhu
Feb 4, 2026
A Floating Spa Day - Wow! What a glorious and magical afternoon with Captain Dan on Sail Wind Pirate! It was an unbelievably relaxing and rejuvenating experience on a beautiful sailboat. The large, comfy bean bag chairs on the bow made for a superbly comfortable ride and a great way to enjoy conversation amongst friends. Captain Dan is probably the most chill boat captain I’ve ever encountered. He made us feel so welcome aboard the boat. He had a cooler of beverages and the music was just a perfect accompaniment for our adventure. I hope to be able to share this experience once again in the future!
Review provided by Tripadvisor
15kharam
Feb 4, 2026
10/10 would Sail Again! - We had an incredible experience with A Day on the Water Charters sailing the New River in Fort Lauderdale with Captain Dan and his wife Tracy. From the moment we arrived, they made us feel welcome and completely at ease. Captain Dan was knowledgeable, professional, and fun, and Tracy was warm, attentive, and full of great local insight. The views along the river were beautiful and the ride was relaxing and smooth. You can truly tell they love what they do and take pride in giving their guests an unforgettable experience. If you’re looking for a sailboat charter in Fort Lauderdale, I highly recommend A Day on the Water Charters. We will absolutely book with them again!
Review provided by Tripadvisor
Victoriau590
Jan 11, 2026
Relaxing, scenic, and truly special. Highly recommend! ⛵️🎉 - ⭐️⭐️⭐️⭐️⭐️ Absolutely unforgettable birthday sail! We had the most amazing experience sailing with A Day on the Water aboard the Wind Pirate on January 7th, 2026 - my birthday, and truly one of the best ways I’ve ever spent a special day From the moment we boarded, Capt. Dan and Tracy made us feel welcome and taken care of. Our group of three - my friend, my elderly mom, and me - were able to relax comfortably without feeling crowded - charters are limited to six people which made it feel private and special The boat itself was charming, well-maintained, and clean, with great amenities for a half-day sail: Covered cockpit seating plus bean-bag chairs on the foredeck for lounging in the sun or shade Refrigeration onboard to keep our snacks and drinks cold (BYOB friendly!) Nicely stocked with towels, ice, bottled water, USB charging, Bluetooth music player, and even a fresh water shower We sailed from the New River out to the Atlantic on perfect weather - blue skies, gentle breezes, and an easy pace that was ideal for taking in the views and just unwinding. Capt. Dan shared local history, pointed out sights along the shoreline, and struck the perfect balance between letting us relax and inviting us to help with handling the sails if we wanted The journey out past Port Everglades onto the open ocean was breathtaking This was truly a memorable way to celebrate my birthday with loved ones. Highly recommend this charter for anyone looking for a personal, scenic, and joyful sailing adventure on the water!
Review provided by Tripadvisor
718alyssar
Jan 5, 2026
Low Stress, Highly Relaxing Sail - Captain Dan was the perfect person to be out on the water with - calm, cool, and collected and incredibly experienced in sailing. All around great time and incredible experience!
Review provided by Tripadvisor
Faraway20751429819
Jan 3, 2026
Book it! - Captain Dan was amazing and we had a great day with perfect weather. We would definitely recommend and we will be back!!!
Review provided by Tripadvisor
I6303kckevinr
Dec 28, 2025
Christmas Eve relaxation - We’re so grateful for you spending Christmas Eve with us and treating us to a truly relaxing and wonderful day on the water! If you’re thinking about a little sailing adventure in the ocean or a peaceful ride around the canals, we’d highly recommend sailing with Captain Dan. www.sailwindpirate.com
Review provided by Tripadvisor
Terrill
Dec 27, 2025
Amazing Sailing Experience! - Today’s sailing charter exceeded our expectations. Captain Dan was welcoming, experienced, and struck the perfect balance between giving us space to relax and sharing interesting insights along the way. The boat was comfortable and the sailing conditions were ideal. It felt like a truly special experience rather than a cookie-cutter charter. We can’t wait to do it again and would recommend Sailing Wind Pirate without hesitation.
Review provided by Tripadvisor
Kathleeng465
Dec 27, 2025
Awesome half-day sailing adventure!! - Fantastic!! Perfect for everyone who loves the water. This 4-hour trip begins with the friendly and experienced Captain Dan navigating Fort Lauderdales's waterways, then sailing out on the ocean before returning to the inland dock. I would HIGHLY RECOMMEND this experience for the solo traveler like myself or any group up to 6 passengers and look forward to sailing with Captain Dan again.
Review provided by Tripadvisor
Johnbb7901bz
Dec 10, 2025
Great time on the water - Captain Dan was great, took his time to show us the ropes and get some hands on experience. Great time sailing on the open water!
Review provided by Tripadvisor
From $120
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).