Captiva Cruises Sugarshack Cruise

We are thrilled to welcome new and returning guests with a limited cruise schedule! After Hurricane Ian’s impact in September 2022, our surroundings look different, but we still have amazing history, beautiful water, incredible sunsets and unique wildlife to share with you!

We graciously ask for your patience as Internet and phone connectivity are being restored and as we adjust the cruise schedule to best accommodate guests.


Safely sharing and appreciating our environment has always been at the core of our mission. While we’ve never taken our piece of paradise for granted, we have an extra special appreciation for cruising around Captiva Island after Hurricane Ian and we know you will too!

We kindly ask that you be courteous of your surroundings while visiting Sanibel Island and Captiva Island. Many of our neighbors are still in transition after the storm. Out of respect for them, please do not “tour” the island before or after your cruise. We appreciate your commitment to providing the residents and businesses the space and compassion they deserve as we all work to restore and appreciate our paradise.

Teens at Bow


Following Hurricane Ian, Captiva Cruises is open and offering a limited cruise schedule.



Happy Couple on Wedding Day Captiva Cruises

Choose a private charter for truly memorable special events:

  • Weddings

  • Rehearsal Dinners

  • Anniversaries

  • Graduations

  • Family Reunions

  • Birthdays

  • Corporate Outings

  • And More

Any reason will do! We host many special events for anywhere from 2 to 122 guests (may require multiple boats) aboard any of our 4 USCG certified vessels. Or we can transport you and your guests to one of our amazing destinations, partnering with the island restaurants to make your special event truly spectacular. Getting there is half the fun with guests enjoying cocktails and appetizers as they set off for a party in paradise.

Call or email for private charter booking: 

Captiva Cruises Captain on Boat

Family owned and operated since 1986, Captiva Cruises offers cruises from Captiva Island, Florida, a barrier island in the Gulf of Mexico, and select locations.

Our experienced USCG Certified captains provide a safe, fun and enjoyable experience for all passengers. Whatever your age or background, you’ll find they take a personal approach to ensuring your enjoyment. They know the local waterways like the back of their hands, and they are a wealth of knowledge about local history, wildlife, weather and more. The best cruise guides on the islands, they contribute their local perspective and passion with the utmost professionalism. Most importantly, they truly care about each and every guest!

Meet Our Fleet

Captiva Cruises Our Fleet

Playtime & Santiva

Santiva and Playtime are 45’ motorized catamarans with cruising speeds of 24 knots and a maximum capacity of 49 passengers each. Recommended capacities may vary depending on the type of event.

Lady Chadwick

The Flagship of the fleet, Lady Chadwick is 65 ft. long and is unavailable while undergoing repairs following Hurricane Ian.


Sailing Catamaran the Adventure is 40 ft long and 22 ft wide with maximum capacities of 24 passengers.