Sailing Charters out of Punta Gorda, Florida

Sunset over Charlotte Harbor

Sailing in Charlotte Harbor


Captained Charters on the Catalina 310

Length of Charter Rates Description
Sunset $199* 2 Hours
Leaves 1 1/2 hours before sunset
Half day $300* 4 Hours
Usually 9am-1pm or 1pm-5pm
Full Day $500* 8 Hours
Usually 9am-5pm
Long Day $700* 10 Hours
Usually 8am-6pm
2 Days $1000* 2 Days sailing and 1 night at anchor
Usually 9am-5pm next day
3 Days $1500* 3 days sailing and 2 nights at anchor
Usually 9am – 5pm the last day

*Plus gratuity, food, and drinks. Prices are per boat, up to 6 guests for day trips and up to 4 guests for overnights.

Contact us for custom packages – we will work around your schedule

If you would like to overnight in a marina instead of at anchor, please let us know. This option is subject to availability – we will need to book the slip in advance and marina fees will apply.

Catalina 310  under sailCatalina 310 under sail

Catalina 310  under sail

Sailboat Cruise Details

Sunset Cruises in Charlotte Harbor

About 2 hours in duration. We leave the dock 11/2 hours before sunset. If you are looking for a spectacular date night, try gliding along the Harbor at dusk as the orange sun dips below the horizon.

Half Day Cruise in Charlotte Harbor

Half day trips are 4 hours of sailing in beautiful Charlotte Harbor, with your choice of either the morning or afternoon. Or schedule it so you can watch a wonderful sunset!

Full Day Cruise in Charlotte Harbor

Full day trips are 8 hours in duration and can include a leisurely lunch stop at the Burnt Store Marina, or simply bring your own picnic on the boat.

Long Day Cruise, Cayo Costa Cruise, Cabbage Key Cruise or Boca Grande Cruise

Long day trips are 10 hours in duration, and can include Cabbage Key, Cayo Costa or Boca Grande for a quick lunch. Come get refreshed and let your batteries recharge as the kind breezes and the melodic waves gently rock your soul. Sailing is a great way to relax and enjoy God’s creation. Just getting away from the hectic pace of life, and relaxing with friends over some good conversation can do wonders for your disposition. Come harness the wind, experience life!

2 Day, Weekend, or 3 Day Venice Cruise, Captiva Cruise, Sanibel Cruise, etc.

On these sailing trips you will spend your night(s) on the boat at anchor. You may choose to go to Boca Grande or Cabbage Key; or further south to Cayo Costa, Captiva or Sanibel; or maybe go north to Venice. You can spend the days sailing, swimming and snorkeling, walking around one of the islands, and then have dinner at a marina restaurant or bring a picnic to the boat in the evening. Stay at a marina for the night (extra), or stay at anchor while watching a gorgeous sunset.

What to Bring

A big smile, and a keen sense of adventure! Clear soled shoes (not black or blue), sun block, a dry change of clothes for each day aboard and your toiletries, raincoat, swimsuit, towel, snorkel gear, camera, favorite music CDs, food, drinks, snacks, a good book, any gadgets you just can’t live without.


By having an experienced Captain aboard you are able to relax, and do as much or as little of the sailing as you wish. All of our Captains have many years of sailing experience, and are licensed by the United States Coast Guard as well as being ASA Certified sailing Instructors. Their first concern is your safety. They are all congenial and light hearted, but because they are responsible for the safety of the crew and ship, they should be obeyed at all times.

Size of Groups

Day charters are limited to a maximum of 6 passengers, and 4 guests for overnights. Preschoolers are not well suited for these trips. No pets of any kind are permitted on board any of our sailboats.


When we confirm availability of ship and crew for the time you request for charter, a 25% deposit will be taken.
Rescheduling: We will make every effort to accommodate your schedule. If you contact us prior to 48 hours of the sailing date to reschedule, there is no penalty.
Cancellations: Please cancel more than 14 days out to get a refund on your deposit, if you cancel your trip within 14 days of the sailing date the deposit is forfeit. If part, or all, of the trip gets cancelled or shortened because of severe weather, you will be offered an appropriate prorated refund or a rebooking. Weather decisions are made at the boat.

This is a Drug Free Vessel:

Captains and Instructors: All our Captains/Instructors are in accordance with Coast Guard regulations, and they submit to regular random drug testing.

Passengers: No drugs of any kind are allowed on board, and the Captain is required to immediately notify the Coast Guard if drugs or paraphernalia are discovered aboard. Possession of a Medical Marijuana card does not allow its possession or use on board, nor does it mitigate the Captain’s responsibility to alert the Coast Guard.

Another Gorgeous Sunset in Charlotte HarborAnother Gorgeous Sunset in Charlotte Harbor

Coming in to Fisherman’s VillageSailing by Fisherman’s Village