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Celebrate your next special occasion aboard Playtime Private Charter’s USCG-certified vessels in Captiva, Florida. Enjoy cocktails, coastal views, and customized events for up to 122 guests.
Celebrate your next special occasion aboard Playtime Private Charter’s USCG-certified vessels in Captiva, Florida. Enjoy cocktails, coastal views, and customized events for up to 122 guests.
Book with Captiva Cruises
Verified experiences and guided adventures in the surrounding area.
Operated by Captiva Cruises · Captiva Island, Florida
Captiva, Florida, a sparkling gem off the Gulf Coast, offers more than just stunning sunsets and gentle ocean breezes—it is home to Playtime Private Charter, a premier boat charter service specializing in exclusive private events. Whether marking a wedding, anniversary, or corporate gathering, Playtime Private Charter invites you aboard USCG-certified vessels designed to hold up to 122 guests. This makes it one of the largest and most accommodating private charter options in the region, perfect for intimate celebrations or larger festivities.
The charter cruises along some of Southwest Florida’s most remarkable waterways, featuring views of barrier islands, expansive mangrove forests, and the occasional passing dolphin. Guests can relax with expertly crafted cocktails and a selection of appetizers while absorbing the ever-changing seascape. The vessel itself offers ample deck space for mingling, dancing, or simply soaking in the sun.
What sets Playtime Private Charter apart is its dedication to creating personalized experiences. From the moment you book, the team collaborates with you to tailor the event—whether that means coordinating catering, entertainment, or custom itineraries to nearby secluded beaches and iconic spots only accessible by water.
Captiva is known for its unspoiled natural beauty and the rich marine ecosystem of the surrounding waters, making this charter not only a celebration platform but a prime way to connect with Florida's coastal environment. The company’s commitment to safety, comfort, and excellent service ensures every cruise aboard the Playtime sets a high-water mark for memorable coastal events. With easy access from Fort Myers, guests can conveniently arrive and depart while indulging in an extraordinary maritime celebration.
easy.
2–5 hours.
No special fitness required; suitable for all ages and abilities
Playtime Private Charter’s vessels accommodate up to 122 guests comfortably.
Yes, the charter includes cocktails and appetizers, with options to customize catering.
Yes, the boats are family-friendly and can safely accommodate guests of all ages.
The team works closely with you to tailor catering, music, and itineraries to fit your celebration.
All vessels are USCG-certified with experienced crew members and safety equipment on board.
The charters depart from Captiva, with easy access from nearby Fort Myers.
Captiva Island’s waters have been waterways for fishing and trade since early native settlements and later Spanish explorers.
The charter company follows strict guidelines to minimize wildlife disturbance and supports local marine conservation initiatives.
Captiva Cruises is a Captiva, Florida-based operator offering scheduled boat excursions, wildlife viewing cruises, island visits, and private charters. The business runs a variety of public cruises and private charter options that serve Captiva Island and nearby barrier islands in Southwest Florida. Captiva Cruises' fleet operates with USCG-certified vessels, and multiple private charter options list capacities up to 122 guests, providing options for small family outings and larger events alike. Trip offerings include guided wildlife and dolphin-watching cruises, island lunch experiences, historic island visits, and half-day beach and shelling trips. Specific itineraries named by Captiva Cruises include the Useppa Island Cruise with a lunch at the Collier Inn and a visit to the Barbara Sumwalt History Museum, a 1.5-hour Dolphin and Wildlife Cruise noted for Atlantic bottlenose dolphin viewing, a six-hour Boca Grande excursion to Gasparilla Island, and private charters such as the Lady Chadwick, Playtime, and Santiva options. Descriptions for other named excursions, such as Cabbage Key Lunch Cruise, Wildlife Sunset Cruise, and Cayo Costa Half Day Beach & Shelling, are listed among available trips. Captiva Cruises presents factual trip details, vessel certification, passenger capacities for private charters, and island destinations. Travelers can review itinerary listings and booking details to select the excursion or private charter that best matches their schedule and group size.
Book with Captiva Cruises