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Fort Myers Beach | Sanibel | Captiva | Cape Coral | Bonita Beach | Estero | Naples

Charter our catamaran for a private cruise down Fort Myers Beach or over to Sanibel Island and have the boat all to yourself!

Your party of up to six (6) will be able to decide on every detail of your voyage.

COST: $120/HOUR (3-hour minimum required)

Flat-rate; Includes bottled water. Bring up to six (6) total passengers maximum. 
Call or email us to request a reservation. 


Some of Our Most Popular Charter Cruises 

Sit back and relax in the shade of the stern lounge with a cold drink or soak up the sun up on the bow trampoline while we take care of sailing the catamaran... 

Depending on the duration of your private captained charter sailing cruise aboard the Old Glory, there are several suggestions that we highly recommend to our guests:



Sunset Sailing Cruise

 Our most popular sailing cruise.

We can't promise a picture-perfect sunset every day, but when the weather does cooperate, the sunsets here make for a spectacular light show.

Depart Salty Sam's and steam into San Carlos Bay for a nice cruise past Fort Myers Beach or over to Sanibel Island. Spend the day, or at least four hours, enjoying the sea and looking for dolphins.

Or sail farther out into the Gulf of Mexico where we'll clear the lee of Sanibel Island, allowing you to watch the sun sink beneath the waves on the unbroken horizon. 


The sunsets upon the ocean are truly a sight to behold! ...Don't forget your camera.


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Sanibel Island Light & Pier at Point Ybel

Charter the Old Glory for a cruise to Sanibel Island and see the famous Sanibel Island Light at Point Ybel.

Depart from Salty Sam's Marina and head up Matanzas Pass under power and enter San Carlos Bay through the channel. 

A wonderful sail takes us across the bay to picturesque Sanibel Island where you'll see the Sanibel Island Light and the nearby fishing pier. Drop the anchor and have a picnic lunch just off the beach near the lighthouse.

Depending on the weather and water temp., you can go for a swim or wade ashore to relax on the sand for a while. Makes for a lovely afternoon!

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Lunch or Dinner Ashore Cruise

 For a special captained charter cruise, visit one of the fine local waterfront dining establishments in Matanzas Pass.

For a half-day charter cruise, arrange to have lunch upon returning from a coastal tour of Fort Myers Beach. Or, have a nice lunch first and we'll pick you up at the restaurant's dock when you're ready and take you out sailing for the rest of the day. 

For a full-day charter, arrange to have dinner after watching the sunset on the ocean aboard the boat. 

We can also pull up to Fort Myers Beach and drop our anchor near the shore, where you're free to wade/swim ashore to grab lunch from a couple of different establishments located right on the beach. 

Lunch or dinner stops (or pickups/drop-offs) are available as an add-on to any charter cruise or sailing tour.

A few places we recommend (including a few located at Salty Sam's Marina where Old Glory is berthed): 

Nervous Nellies of Fort Myers Beach

Bonita Bill's Waterfront Cafe

Doc Ford's Rum Bar & Grille

Trico Seafood Market (best fresh seafood in town)

Original Shrimp Dock Bar & Grill

Parrot Key Caribbean Grill

Bongo’s Beach Bar and Grill at The Pink Shell Resort

Pinchers Crab Shack on Fort Myers Beach


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Lover's Key State Park at Big Carlos Pass

Lovers Key is one of four barrier islands that make up this state park.

It's a haven for wildlife and home to manatees, dolphins, spoonbills, and bald eagles. 

Depart Salty Sam's Marina and motor into San Carlos Bay from Matanzas Pass where we'll turn to port, heading southeast along the shore of Estero Island and Fort Myers Beach.

Then we'll hoist the sails and cut the engines for a wonderful catamaran cruise to Big Carlos Pass.

Weather permitting, we can lower the sails and motor in close to the two-mile-long beach where we can drop our hook just offshore. You're free to wade/swim ashore.

The beach here is popular for shelling, swimming, picnicking and sunbathing. 

Black Island has more than five miles of multi-use trails for hiking and bicycling. The park's concession offers kayak tours, as well as bicycle, canoe, kayak, paddleboard, beach chair and umbrella rentals.

Charter Old Glory for the entire day for your private party of up to six and spend a lovely day exploring the park before heading back to the boat for a sunset sail back to Salty Sam's. 

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Fort Myers Beach & Pier

Charter the Old Glory for a leisurely sail (weather permitting) along the shore of Estero Island.

Depart Salty Sam's and sail past Bowditch Point Park, and down Fort Myers Beach where you'll see the fishing pier extending into the bay.

This cruise makes for some great photos, and there's a good chance we may see a dolphin or two along the way.

This sail is nice for those who don't care much for going offshore and prefer to have the view of the beach homes, condo buildings and the tourists walking the beach for something to look at.    



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Gulf of Mexico Sailing Cruise

 Our personal favorite. 

Depart Salty Sam's and steam into San Carlos Bay for a nice cruise past Fort Myers Beach or over to Sanibel Island. Spend the day, or at least four hours, enjoying the sea and looking for dolphins.

We'll head out to sea, past the Three Nautical Mile line, where we'll officially be out in the Gulf of Mexico. Head her into the wind, hoist the main, then the jib...and cut the engines. 

Enjoy nothing but the sound of the boat making her way through the water. 


Not much to see out here...just beautiful Gulf green water in every direction. And no land in sight...but that's part of the appeal. 

For those looking to really get away from it all! 

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Learn to Sail A Cat Cruise

Have you ever wanted to learn how to sail?

Maybe you already own a powerboat or a traditional monohull sailboat and you're wondering what it would be like sailing a cat?

Charter the Old Glory for a private learn-to-sail-a-cat cruise! Join Skipper Bud for a half-day or full-day of sailing on San Carlos Bay and the Gulf of Mexico and he'll literally "show you the ropes..." of course, on a sailboat, rope is always referred to as lines, halyards, or sheets depending on its intended use.

You'll learn this and more!

This cruise makes for a great date with that special someone...or a great birthday present for someone who's always wanted to learn how to sail. 


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Book your catamaran charter cruise today! 

Private charter cruises are a great way to take your special someone out on the ocean for a romantic sunset cruise. Watch a beautiful sunset with a glass of champagne and make it an unforgettable occasion shared by just the two of you. 

Any of our sailing sightseeing tour options can be booked as a 4- or 8-hour private party charter cruise. 

Of course, you're welcome to make up your own itinerary as to where we sail, what sights we see...even what we do for lunch and dinner is your call. 

When you call or email us to book your half-day or full-day charter cruise, just tell us what you'd like to see and we'll help you put together an itinerary that will include stops at your favorite destinations.



To Request a Reservation,
Call Capt. Bud at 239-200-9899
or email to: This email address is being protected from spambots. You need JavaScript enabled to view it.




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