Private sailing charters from St. Pete · 20 minutes from Tampa area
Where the
horizon becomes
your destination
Your private St. Pete sailing charter for up to six guests aboard SV Cay Michele. Sunset sails, island explorations, and unforgettable moments on a sailing cruise in the Gulf of Mexico.
Private Charters
Your own itinerary, your pace. Every charter and cruise is exclusively yours.
Modern Classic
Classic charm meets modern luxury, with A/C, generator, and Bluetooth.
Scenic Waters
Tampa Bay, Boca Ciega Bay, St. Pete barrier islands, and Gulf of Mexico sunsets.
Local Crew
Built and operated with experienced local crew who know these waters.
Our Experiences
St. Pete sailing charters for every occasion
Signature Luxury Sunset Sail
3 or 4 hour private charter at sunset. Smooth sail on Tampa Bay with full amenities; catered or BYOB. Our most popular cruise.
Adventure Island Explorer
Private charter to wild barrier islands in the Tampa Bay area. Swim off the boat and explore untouched shorelines by dinghy.
Special Occasion Private Photoshoot
Private charter for a stunning on-the-water backdrop, including engagements, weddings, and maternity sessions.
Gallery
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I truly love how much boats can bring people together, and I look forward to sharing that with everyone that steps aboard.
— Capt. Noah DeBickero, USCG-Licensed Captain & Owner · 500+ trips captained
Our Story: meet the crew Our Vessel
SV Cay Michele
A 1981 Hardin Voyager 45, one of just 130 ever built. Handcrafted teak throughout, ornate carvings on every door, and recently refitted with modern comforts. She's one of a kind.
Meet SV Cay Michele →Type
Staysail Ketch
Length
45 Feet
Capacity
6 Guests
Comforts
A/C · Hot Shower · ᛒ
Your Experience
Simple from booking to boarding
01
Choose Your Sail
Pick from our Luxury Sunset Sail, Island Explorer, or Private Photoshoot charter—or a custom cruise. Select your date and group size. We'll confirm within the hour.
02
Meet at the Marina
Arrive at our Gulfport marina in the St. Pete area, just 25 minutes from downtown Tampa. Plan to arrive 15 minutes early. Your captain will welcome you aboard, give a quick safety briefing, and get you settled.
03
Set Sail
Sit back with complimentary refreshments, help with the sails if you'd like, or simply relax and enjoy the cruise. It's your time on the water.
Google Reviews
Why they choose us
We had an incredible sunset cruise on this beautiful sailboat. The boat is immaculate, detailed with gorgeous woodwork and extremely comfortable - truly a stunning setting to enjoy being out on the water Captain Noah was professional, knowledgeable and genuinely kind, making everyone feel at ease from the moment we stepped aboard. It doesn't hurt that he's easy on the eyes - but it's his warmth and attentiveness.. and the delicious food he catered that really set this experience apart If you're looking for a unique , elegant and unforgettable time on the water, I can't recommend this sailboat enough!
My wife and I booked a sunset cruise with St. Pete Sail Charters, and it was hands-down one of the best date nights we’ve ever had. If you’re looking for a romantic thing to do in St. Pete, this is it. Captain Noah was fantastic—friendly, professional, and made the whole experience feel incredibly intimate without ever hovering. The boat was beautiful, the water was calm, and the sunset looked unreal. We felt like we had the entire gulf to ourselves. It was the perfect mix of relaxing, romantic, and memorable. We’ll absolutely be booking again.
My fiancé and I decided to book St. Pete Sail Charters in St. Pete, Florida to take our engagement photos, and we are so glad we did. Sailing aboard the Cay Michele was the most perfect way to celebrate our engagement and take gorgeous photos to cherish for a lifetime. Captain Noah is incredibly personable and knowledgeable, and you can tell he takes pride in his boat. Every detail was thoughtfully cared for and beautifully maintained. We especially loved lounging on the back of the boat during the sunset! It felt peaceful, private, and so romantic. We also enjoyed the delicious cheese plate and wine that Captain Noah sourced from a local Italian market, which made the experience feel even more special. We highly recommend St. Pete Sail Charters and Captain Noah to anyone looking for a beautiful, intimate sailing experience!
An unforgettable evening on the water with a captain who clearly believes two things: a sailboat should be pristine, and guests should feel like VIPs. The boat was spotless and beautifully maintained. the kind of care you only get from an owner who truly loves what he does. Our captain (recognizable by his impressive long, flowing hair and effortless confidence at the helm) made the entire experience smooth, relaxed, and genuinely fun. We sipped excellent wine, cruised through some of the best sunset views St. Pete has to offer, and learned a surprising amount about the local waters along the way. His knowledge of the area made the sail feel personalized rather than scripted, and his attention to detail made it feel quietly luxurious. Between the scenery, the service, and the company, it felt less like a charter and more like being invited onto a very well-kept private yacht by someone who has everything dialed in. Would absolutely sail again and recommend to anyone looking for a memorable St. Pete sunset experience.
My family and I were visiting St Pete and this was BY FAR the highlight of the trip. We went on Captain Noah’s boat for a sunset cruise and it was incredible. Not only is boat extremely clean and comfortable, but captain Noah went above and beyond. He answered all of my questions about the boat and sailing, and is super knowledgeable about the area and points out key landmarks. Would definitely recommend and will be booking this again for my next trip to St Pete!
Ready?
Your charter is waiting
Book your St. Pete sailing charter. Private cruises for up to six guests, just 20 minutes from Tampa area. Check availability aboard SV Cay Michele.
Check AvailabilityOr call 727-591-7245 · noah@tealtidesailing.com