Sailing Charters

Sail SWFL Cruises

Cast off the lines…and cast your cares to the wind!

Join Capt. Bud aboard the 35-ft. sailing catamaran Old Glory for relaxing private charter cruises, sunset cruises, and coastal tours of Sanibel Island, Fort Myers Beach, Estero Island and more.

See the Sanibel Island Light at Pt. Ybel, cruise past the fishing pier on Fort Myers Beach, or head out to sea and really get away from it all.

Take a sunset cruise and marvel at the splendor of light and color reflected on the clouds and on the water …truly breathtaking!

Lounge with your friends and family on the bow trampoline with a cold drink under the warm Southwest Florida sun and listen to the water flowing by underneath you. Or hang out with Capt. Bud in the shade at the stern lounge and watch us trim the sails and operate the vessel. All you have to do is kick back and relax.

In the summer months, thrill the kids with a tube ride behind the boat. Or ask us to drop the anchor near the beach and go for a swim or wade ashore to go shelling…or to grab lunch!

What we do on your private cruise is completely up to you!

Our catamaran is nearly 33% wider than a comparably sized, traditional monohull sailboat. Giving you much more space to stretch out and relax without ever feeling crowded.

And unlike typical sailboats that heel over sharply when the wind picks up, Old Glory remains mostly level under all wind conditions, providing a safe, level, and comfortable cruise.

Call or visit our website to request a reservation and book your cruise today!

  • Rates
  • $119/Hour for up to 6 people

  • Contact
  • 239–200-9899 (office)

    941-228-7014 (mobile)

    Visit us on the web:

FantaSea Sailing

Welcome to FantaSea Sailing. Our goal has always been two fold. First we want to introduce our customers to the magic of sailing in the best cruising grounds in the Florida. When you sail with us, we help you to plan your adventure from start to finish. We take into consideration your wishes and dreams, then we suggest destinations, meals, entertainment and excursions. This formula has worked for the past 5 years and we will continue that level of person to person commitment.

Second we want you to become part of our sailing family. Our business is a success because most of our customers come back year after year to visit, sail and share their lives with us. Panacea has full Coast Guard Safety Equipment, E.P.I.R.B, 2 VHF and 1 SSB radio(s), XM satellite radio, TV/DVD, dinghy and motor, 6’7″ headroom throughout, 2 en suite double staterooms, full galley, refrigeration, AC at dock, auto pilot and full electronics.

  • What we offer
    • Boat & Breakfast — We sail and then you spend the night on the boat.
    • Overnight Journeys– Special island locations.
    • Custom Sailing Charters — Together we plan every aspect of your personal voyage.
    • Sunset Celebration Sails
    • Half Day Adventures
    • Full Moon Voyages
  • Rates
  • Three Perfect Ways to Sail Aboard Panacea

    The Quarter Day Sail – 2.5 hour cruise – $65

    Half Day Sailing Adventure – 4 hours daily 11:00 am to 3:00 pm – $90

    Sunset Celebration Sail – Time varies. We return 45 minutes after sunset. – $75

    All prices are per person. Advanced reservations required.

  • Contact
  • 239–770-2726


Magic Wind Adventure Sailing

Fort Myer’s #1 Sailboat Charter!

A cool beverage and great music will enhance your adventure as you board the Star of Orion at her home port. You can help set the sails, take the wheel, or just sit back and experience the wind and sound of the tropical seas flowing under your keel. Captain Dan invites you to sail aboard the most comfortable, modern, and fastest charter sailboat in Fort Myers Beach. He will take you out to the Gulf of Mexico to share with you the experience of the sea. Don’t forget to bring your camera & binoculars, it’s not out of the ordinary to see dolphins, sea turtles, and other amazing sea life. Shaded or open seating along with Sirius Satellite Radio for your listening pleasure. BYOB. Sailing daily since 2009 with over 5,000 passengers having experienced the finest sailing available. Maximum 6 passengers per charter. Let’s Go Sailing!

  • Rates
  • Half Day: $90pp (4 hours)

    Quarter Day: $65pp (2.5 hours)

    Sunset Trip: $75pp (2.5 hours) Not available June 1st – October 1st (Thunderstorm Season)

  • Contact
  • (800) 975-5824

    Book online 24/7

Great Escape Sailing

Come spend a relaxing time sailing aboard Escape. Catch some sun on the trampoline and listen to the wind and water while enjoying your favorite beverage or sit in the cockpit listening to the sounds of island music and let the breeze wash your cares away. Take your choice of either a 2.5 hour cruise, a 4 hour cruise, or a romantic 2.5 hour sunset cruise. Special cruises can always be arranged.

  • Rates
  • 4 Hour Cruise: 1-2 people $200 / 3-4 people $300 / 5-6 people $400

    2.5 Hour Cruise: 1-2 people $150 / 3-4 people $240 / 5-6 people $300

    Sunset Cruise: 1-2 people $150 / 3-4 people $240 / 5-6 people $300

  • Contact
  • 239-281-0168