Sailing Trips, Boat Charters, Dinner Cruise in Key West, FL.
Take a break from the beach for the day and explore the ocean onboard the Red Wing. Each trip is private and tailored specifically to your family or group. Perfect for proposals, anniversaries, family reunions or for a quick getaway. Choose one of four sailing options aboard the most beautiful schooner in the harbor.
The Red Wing is an all wooden forty foot sharpie schooner that was built in Sugar Loaf Key, Florida. She is one of ten replica schooners built by Alan Miller. The people of Key West used this type of vessel to deliver mail or terrapins to the islands before engines were created. She has been restored over the past five years by Captain Shane Sekul. When you sail her on the emerald green water it is like going back in time before engines and bridges. Plan to visit Emerald Coast Sailing and other customer-reviewed, writer-recommended Key West attractions using our Key West travel route planner.
Emerald Coast Sailing Reviews
Thank you so much for a wonderful private excursion! My family had the best time ever. It was definitely the highlight of our vacation. Capt. Shane was knowledgeable and took us to the perfect spot... more »
We took the sunset cruise with the family and it was fantastic. Shane ( Capt. ) and Sherie ( 1st mate? ) were awesome. They were professional and laid back all at the same time, and the boat! OMG... more »
Not only do I wish I could give this 0 stars, my family drove 1 hour across town each way to not even find this place. Once we got there we got a call from them saying it was canceled😒. Not only was it canceled we got a confirmation call this morning. How does this place have 5 stars? Maybe a few people enjoy it if they actually get on the boat?
We took the sunset cruise on the most beautiful boat in the harbor. We were blown away by the boat. It is a 40 foot all wood sharpie schooner fully restored by the boats Captain. Shane Sekul. Shane and Sherie were an amazing crew and very knowledgeable about the area and extremely entertaining. Often times you take sailing trips and the crew feels somewhat disconnected or puts on an act. Shane and Sherie were either authentic or Oscar worthy actors. My wife and I brought our young children and they had a blast, they even let my daughter drive! I highly recommend this trip for couples or families! Next year we will be taking the fireworks cruise!
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