Private Captained Sailing Charters in Southwest Florida
Customizable catamaran and monohull private charters for families, celebrations, and dolphin watching.
Featured Charters
Private catamaran and monohull trips — full-day anchored charters and six-hour sailing adventures.
About Bluewater Escapes
Bluewater Escapes operates private sailing charters along Southwest Florida’s coastline, offering a range of crewed catamaran and monohull experiences. The company’s signature offerings include Anchored Escape — available on both catamaran and monohull as a Day at Anchor Private Charter — which combines a morning sail with an afternoon anchored in a scenic location for swimming, snorkeling, and relaxation.
Wind & Wander, offered as both monohull and catamaran options, is a private 6-hour sailing adventure with a dedicated captain and crew that lets guests customize the day to swim, sightsee, search for dolphins, or simply relax with a picnic onboard. The Friends & Family | Excess 11 Catamaran is a private captained escape aboard an Excess 11 catamaran designed for leisurely luxury and memorable gatherings.
Each trip emphasizes customization: guests may bring their own food and beverages, select swimming and snorkeling stops, and tailor the pace for families, celebrations, or quiet escapes. Professional captains and crews manage navigation and vessel operations, allowing guests to focus on safety and enjoyment on the water. Bluewater Escapes prepares vessels for day sailing, anchoring, and coastal cruising and highlights the Gulf Coast’s calm waters and marine life.
Bookings are sold as private charters with clear trip descriptions and durations. By offering both catamaran and monohull options and professionally crewed yachts, Bluewater Escapes provides flexible, private sailing experiences for small groups seeking a personalized day on the water. Trip durations include full-day anchored charters and private six-hour excursions tailored for family outings and special celebrations and events.
Reserve a Private Sailing Escape
Book Anchored Escape, Wind & Wander, or the Excess 11 Catamaran — private captained charters that let guests bring food and drinks for a custom day on the water.