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TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sail aboard a real sailboat.
Owned/operated by husband and wife, we immediately reduce the "Creepy Captain and Crew" factor making for a relaxed and comfortable experience for all guests. Our vessel looks like new due to rigorous daily maintenance. You'll feel a sense of pride sailing aboard our vessel as we depart Salty Sam's Marina heading for the Gulf of Mexico. We will pass the shrimp boat fleet and beautiful homes on the way to the Gulf. Once out of the marked channel, we raise our sails and shut the motor off. Wildlife such as dolphins, sea turtles, and various birds can appear at anytime. If the wind allows, we will sail towards the Sanibel lighthouse or along the shores of Fort Myers Beach. Book 6 seats for a private tour. Welcome aboard!
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
BYOB. Bottles/cans ok. No glass stemware. No red wine or items that stain.
All children no matter their age count towards our capacity of 6 and are full price.
Shoes will be removed prior to boarding and stored in a locked box. Non negotiable.
Beach Traffic both directions during high volume can add over 1 hour to normal drive time. We can not hold the boat for you. No refunds for no show. We will depart on time.
Gratuity NOT included in price of admission. Charter Industry Standard Gratuity 10-20%.
We cannot guarantee perfect weather, cloudless days, perfectly calm seas, other guest behavior, or your general happiness. Captain makes all weather decisions the day of the sail.
All children 6 years or under are required to wear a PFD. We have vest style PFD's available.
Meet at boat on C Dock at slip C-18 10 min before departure.
Viator bookings have a 24hr cancellation policy which differs from our company 48 hr policy.
Not recommended for intoxicated travelers or who plan to get intoxicated.
No drugs allowed.
We carry a basic first aid kit as required by the USCG.
Fort Myers Beach
We will sail along or near the shores of Fort Myers Beach
Sanibel Island Lighthouse
We will sail near or withing sight of the historic Sanibel Lighthouse.
Landing and facility fees
Free Parking
Restroom on board
For a full refund, cancel at least 24 hours before the scheduled departure time.
90 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
dancK7507UJ,5 thg 6, 2026
- Đánh giá từ Tripadvisor
This was the best sailing adventure ever. Captain Dan and Captain Dianne were very gracious to share the Orion's Child with us. They are very acknowledgeable sailors. The weather was beautiful and the water was blue as can be. If in Ft Myers Beach and you want to sail and just relax call them up. Will call again next time we are in the area. Thank you guys.
A2466JQsusanr,29 thg 5, 2026
- Đánh giá từ Tripadvisor
May 2026: This was my third time sailing with Captains Dan and Dianne. First time on Orion's Child (other two on the Star of Orion). Oh my! What a wonderful experience - each time! So relaxing! And the best way to enjoy the Gulf. The sailing experience itself is incredible, but Dan and Dianne make the experience even that much better. Providing info on the trip, telling stories. It's just amazing! I hadn't been to Florida for the past three years, but when invited by my family, my first thought was: sailing with Captains Dan and Dianne! I highly recommend this adventure - more than highly recommend: it's a must do!





Bobbie T,21 thg 5, 2026
- Đánh giá từ Viator
The captain and his wife (crew) were friendly and engaging during our sailing adventure. We really enjoyed our experience.
Bob B,8 thg 5, 2026
- Đánh giá từ Tripadvisor
Captain Dan and his wife Dianne were very gracious hosts and very knowledgeable on the FMB area. Would book another tour if and when we are back in the area. Had lots of fun and interacting with the other guests.








Wayne A,6 thg 5, 2026
- Đánh giá từ Tripadvisor
Very pleasant little sailing cruise. Captain Dan & Dianne were very friendly and accommodating. 2.5 hrs were just enough to experience the sailboat. Very complete and explicit instructions about how to find the boat slip and what to expect.
taamsr,29 thg 4, 2026
- Đánh giá từ Tripadvisor
This was our second time sailing with Dan and Diane, and we can't recommend them enough! They are very knowledgeable, friendly and happily recommended local restaurants and activities in the area. The gulf was beautiful, the, wind perfect for sailing. It was a wonderful day, all in all. Hope to repeat this trip the next time we are in the area.
Michelle B,21 thg 4, 2026
- Đánh giá từ Viator
Friendly, accommodating, and truly cared about the guest experience! Top notch sailer, very experienced and expert on the water. We were able to relax and enjoy! Highly recommend!!
Safari90059,14 thg 4, 2026
- Đánh giá từ Tripadvisor
We had such a great time! We would recommend this excursion to anyone who wants to have a beautiful time on the water with two very experienced sailboat operator/owners. We’ll definitely do it again when we’re back in town.

Kelly W,5 thg 4, 2026
- Đánh giá từ Viator
Beautiful boat, just 8 people so you’re not over crowded. Captains Dan and Diane are friendly & genuine.
V9536BImichaelk,4 thg 4, 2026
- Đánh giá từ Tripadvisor
Great time. Made our vacation. Dan and Dianne are great captains/hosts. Will be back
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