Wine Down Sailing
Wine Down Sailing
Set sail aboard the sailing vessel Wine Down, a beautifully maintained 2003 Catalina MKII based in Pensacola, offering an intimate and private cruising experience for up to 6 guests. Powered by a reliable 35 HP Universal diesel inboard engine, she comfortably cruises at up to 8 knots, perfect for relaxing, scenic sailing along the Gulf.
Led by Captain Steve Thibodeaux, an experienced local sailor, you’ll explore the best of Pensacola’s waters through unforgettable sailing tours, island hopping, dolphin watching, snorkeling, swimming stops, sandbar adventures, and magical sunset cruises.
Onboard, enjoy a comfortable and well-equipped layout featuring air conditioning (not while sailing) WiFi, a premium audio system with indoor/outdoor speakers, a refrigerator, an ice box, a grill, and a fully equipped kitchen. Relax on the bow sundeck, shaded under the bimini, or take in the views from the bathing platform. The yacht includes one head and toilet for added convenience.
Everything is set up for a carefree day on the water, with optional add-ons such as drinks, lunch, snacks, paddleboard, and snorkeling gear to elevate your experience.
Safety and navigation are fully covered with GPS, autopilot, chart plotter, sonar, depth finder, VHF radio, anchor system, and life jackets onboard.
Guest-friendly policies include swimming allowed, alcohol permitted (including red wine), children welcome, and smoking allowed.
Book your private sailing escape today and discover Pensacola’s coastline the way it was meant to be experienced: slow, scenic, and unforgettable!
Set sail aboard the sailing vessel Wine Down, a beautifully maintained 2003 Catalina MKII based in Pensacola, offering an intimate and private cruising experience for up to 6 guests. Powered by a reliable 35 HP Universal diesel inboard engine, she comfortably cruises at up to 8 knots, perfect for relaxing, scenic sailing along the Gulf.
Led by Captain Steve Thibodeaux, an experienced local sailor, you’ll explore the best of Pensacola’s waters through unforgettable sailing tours, island hopping, dolphin watching, snorkeling, swimming stops, sandbar adventures, and magical sunset cruises.
Onboard, enjoy a comfortable and well-equipped layout featuring air conditioning (not while sailing) WiFi, a premium audio system with indoor/outdoor speakers, a refrigerator, an ice box, a grill, and a fully equipped kitchen. Relax on the bow sundeck, shaded under the bimini, or take in the views from the bathing platform. The yacht includes one head and toilet for added convenience.
Everything is set up for a carefree day on the water, with optional add-ons such as drinks, lunch, snacks, paddleboard, and snorkeling gear to elevate your experience.
Safety and navigation are fully covered with GPS, autopilot, chart plotter, sonar, depth finder, VHF radio, anchor system, and life jackets onboard.
Guest-friendly policies include swimming allowed, alcohol permitted (including red wine), children welcome, and smoking allowed.
Book your private sailing escape today and discover Pensacola’s coastline the way it was meant to be experienced: slow, scenic, and unforgettable!
Trip availability and prices
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Customer reviews
Rating
All reviews (2)
Capitan Steve was an excellent host, this senset cruise was my proposal evening and he made sure everything was perfect. I was able to order a charcuterie through him which he was able to serve to us while on board. He poured us our wine, and made sure we were comfortable. He was also incredibly flexible working around the poor weather and did his best to ensure this charter would take place. Thankfully the weather cleared up right when we arrived to set sail so everything worked out perfectly. Thanks so much Capitan Steve for making this a night to remember!
Thank you Kaden. It was a pleasure having your group on board! Congrats again!
The vessel & crew were immaculate and professional yet personable and friendly. I was tasked to get my bride of 28 yrs back on the water and this was the solution.
Thank you Bob! It was a pleasure having you and Gabby on board!
FAQs about Wine Down Sailing
What are the trip rates for Wine Down Sailing?
- US $285 per group - 2 Hour – Couples Private Day Sail (2 hours)
- US $285 per group - 2 Hour – Couples Private Day Sail - 1:00 PM (2 hours)
- US $325 per group - 2 Hour – Couples Sunset Sail (2 hours)
- US $400 per group - 2 Hour – Group Private Day Sail (2 hours)
- US $495 per group - 2 Hour – Group Sunset Sail (2 hours)
- US $995 per group - 6 Hour – Locals Island Hop (6 hours)
Which amenities are available onboard with Wine Down Sailing?
- GPS
- VHF Radio
- Chart Plotter
- Depth Finder
- Autopilot
- Anchor
- Dinghy
- Wheel Steering
- Life Jackets
- Bimini
- Kitchen
- Shower
- Bow Sundeck
- Bathing Platform
- Air Conditioning
- WiFi
- Audio System
- TV
- Inside Speakers
- Outside Speakers
- Refrigerator
- Ice Box
- Grill
- Galley Stove and Oven
What add-ons can be available with Wine Down Sailing?
- Paddleboard
- Snorkeling Equipment
- Snacks
- Drinks
- Lunch
Which kinds of activities does Wine Down Sailing offer?
- Sailing, Catamaran & Gulet Tours
- Sunset Dinner Cruises
- Island Hopping
- Paddleboard
- Snorkeling & Diving Tours
- Whale & Dolphin Watching
- Sandbar Tours
Your operator
Steve Thibodeaux is a seasoned captain operating a Catalina MK II based in Pensacola, offering sailing tours, island hopping, dolphin watching, snorkeling, swimming stops, sandbar adventures, and unforgettable sunset cruises. Captain Steve started sailing in high school, racing catamarans, and has since owned multiple boats while sailing extensively throughout the Gulf Coast, building deep local knowledge and seamanship.
Steve T.
Captain
Steve Thibodeaux is a seasoned captain operating a Catalina MK II based in Pensacola, offering sailing tours, island hopping, dolphin watching, snorkeling, swimming stops, sandbar adventures, and unforgettable sunset cruises. Captain Steve started sailing in high school, racing catamarans, and has since owned multiple boats while sailing extensively throughout the Gulf Coast, building deep local knowledge and seamanship.
Steve T.
Captain
What the boat is like
Which kind of activities are offered
Which amenities are available onboard
What's included in the trip price
What’s allowed on the boat
What additional terms you should be aware of
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
How cancellations work
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
How you can pay
Reserve with a 15% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 15% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
When paying the remaining balance with a credit card, an additional 3.5% charge will apply.
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