SPECIAL EVENT CRUISES
At Captiva Cruises, we’re pleased to offer regular Dolphin & Wildlife, Sunset Wildlife and Island Destination Cruises. Occasionally, we also offer special event cruises like Wine Tasting Sunset Cruises, Music Cruises, Bird Watching Cruises and more! Don’t miss your chance to experience these rare cruise activities on the water in Southwest Florida.
Interested in a private cruise for your wedding, celebration or special event? Review information about our Private Charters.
Sunset Cruise to the Swashbuckler’s Ball
Saturday, Oct. 24 from 6pm – 9:30pm
Captiva Cruises is teaming up with The Island Club at North Captiva to offer a one-of-a-kind sunset cruise experience to the Swashbuckler’s Ball, the ultimate pirate-themed bash on North Captiva.
Guests will board the Santiva, our 45’ motorized catamaran, at McCarthy’s Marina and depart for a scenic cruise to The Island Club at North Captiva. Don your best pirate attire and enjoy a night packed with live music, a Caribbean buffet, rum cocktails and pirate-themed entertainment. Highlights include prize drawings, pirate duck races and a costume contest that promises fierce competition and plenty of laughs.
Beer, wine and soft drinks are available for purchase on the boat during the cruise.
Tickets for the cruise and two-hour event experience: $100
Space is limited to 49 guests, so early booking is encouraged.
Pine Island Sounds Sunset Concert Cruises
Pine Island Sounds Cruise tickets directly support SCCF’s water quality monitoring and research.
Each ticket includes one complimentary drink ticket and a buffet of light bites.
All cruises set sail from McCarthy’s Marina on Captiva.
There are not any Pine Island Sounds Sunset Concert Cruises scheduled at this time. Please check back for future dates!
Wine Tasting Sunset Cruise
Adults 21+ $67.50
Join us for a Wine Tasting Sunset Cruise on the Lady Chadwick! Embark on a cruise through Pine Island Sound to the Gulf of Mexico where you’ll watch for dolphins and native birds while learning about four unique wines, hand selected by Calli Johnson, Wine Steward at Bailey’s General Store & The Island Store. Tickets include:
- 1.5-hour Sunset Cruise
- Wine Tasting (four samples)
Snacks and full bar offerings will be available for additional purchase onboard. Wine bottles will be available for order and pickup at The Island Store. Cruises depart from McCarthy’s Marina. Parking is $5 per vehicle. Tax and gratuity not included in base ticket price.
There are no Wine Tasting Sunset Cruises scheduled at this time but stay tuned for future listings! To request a custom, private charter, please view our charter options & pricing information.
Harbor History Tour
Calling all lovers of land, sea and HISTORY! In partnership with The Randell Research Center on Pine Island, we’re pleased to offer a Harbor History Tour for a limited time! Treat yourself and friends to an amazing experience and learn about the fascinating geology, archaeology, and history of northern Pine Island Sound.
Check-in before noon at the Calusa Heritage Trail’s Visitor Center for a brief introduction and then we’ll all walk over to the Tarpon Lodge’s dock where our boat, Santiva, will be waiting to take us on a tour of northern Pine Island Sound.
There are no scheduled Harbor History tours at this time, please contact our office, 239-472-5300, for upcoming dates or learn more about our signature Tarpon Lodge on Pine Island Cruise that includes a visit to Tarpon Lodge, a historic landmark built in 1926 on Pine Island.
