1-Day Tours, Cruises & Boat Tours, Island-Hopping Sails, Private, Private Sailing Charters, Sailing, Split, Split Sailing Trips, Tall Ships & Sailing Boats, Tour Reviews, ToursBrac Island One-Day Trip with the Sailboat Nana – Private Tour / September 23, 2026 5.0SplitBrac Island One-Day Trip with the Sailboat Nana – Private Tour8 hours (approx.)$1,027.97
Catamaran Cruises, Cruises & Boat Tours, Lisbon, Lisbon Sailing Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, Tours, VIPLisbon: Private Luxury Catamaran Tour with Welcome Drink / September 23, 2026 5.0LisbonLisbon: Private Luxury Catamaran Tour with Welcome Drink2 - 4 hours$500
Cruises & Boat Tours, Mykonos, Mykonos Sailing Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, Wine ToursSail Taste Connect a Semi Private Sailing with Seafood and Wine / September 23, 2026 5.0MykonosSail Taste Connect a Semi Private Sailing with Seafood and Wine5 hours (approx.)$192.29
Cruises & Boat Tours, Lake Como, Lake Como Sailing Trips, Private, Private Sailing Charters, Sailing, Tour ReviewsSailing Experience on Lake Como with Private Skipper / September 24, 2026 5.0Lake ComoSailing Experience on Lake Como with Private Skipper3 hours (approx.)$1,075.13
Parasailing, Private, Private Sailing Charters, Rhodes, Rhodes Sailing Trips, Tour ReviewsPrivate Parasailing at Rhodes Elli Beach / September 23, 2026 5.0RhodesPrivate Parasailing at Rhodes Elli Beach45 minutes (approx.)$72.56
Cruises & Boat Tours, Luxury Yacht Trips, Marbella, Marbella Sailing Trips, Private, Private Sailing Charters, Sailing, Tour ReviewsMarbella: Private Sailing Yacht Charter with Skipper / September 24, 2026 4.9MarbellaMarbella: Private Sailing Yacht Charter with Skipper2 hours$424
Bermuda, Bermuda Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Private, Private Sailing Charters, Sailing, Snorkel Sailing Trips, Snorkeling, Tour ReviewsBermuda Private Catamaran:Snorkeling, Shipwrecks & Cliff Jumping / September 24, 2026 5.0BermudaBermuda Private Catamaran:Snorkeling, Shipwrecks & Cliff Jumping$1,098.00
Cruises & Boat Tours, Full-Day, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour ReviewsFull Day Private Charter, Snorkel St. John (12 guests, 55’ yacht) / September 24, 2026 5.0St ThomasFull Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)$797.50
Catamaran Cruises, Cruises & Boat Tours, Full-Day, Private, Private Sailing Charters, Sailing, St Maarten, St Maarten Sailing Trips, Tour ReviewsPrivate Full-Day Catamaran Sailing Charter in St Maarten / September 24, 2026 5.0St MaartenPrivate Full-Day Catamaran Sailing Charter in St Maarten$2,800.00
City Tours, Evening Experiences, Porto, Porto Sailing Trips, Private, Private Sailing Charters, Sunset Sails, Tour ReviewsPorto: city views Porto, shared or private (Sunset Option) / September 25, 2026 5.0PortoPorto: city views Porto, shared or private (Sunset Option)2 hours$53
Cancun, Cancun Sailing Trips, Cruises & Boat Tours, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour ReviewsPrivate SUNSEEKER 60 Yacht Experience for up to 20 Guests / September 26, 2026 5.0CancunPrivate SUNSEEKER 60 Yacht Experience for up to 20 Guests2 to 6 hours (approx.)$750.00
Catamaran Cruises, Cruises & Boat Tours, Dominican Republic, Dominican Republic Sailing Trips, Island-Hopping Sails, Private, Private Sailing Charters, Sailing, Tour Reviews, VIPPrivate Luxury Catamaran – Saona or Catalina island / September 26, 2026 5.0Dominican RepublicPrivate Luxury Catamaran – Saona or Catalina island$1,990.00
Catamaran Cruises, Caves & Coastline Sails, Cruises & Boat Tours, Playa del Carmen, Playa del Carmen Sailing Trips, Private, Private Sailing Charters, Sailing, Tour Reviews4 Hour Catamaran Experience in a Private 42′ Lagoon / September 26, 2026 5.0Playa del Carmen4 Hour Catamaran Experience in a Private 42′ Lagoon4 hours (approx.)$1,800.00
Catamaran Cruises, Cruises & Boat Tours, Malaga, Malaga Sailing Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, Tours, Walking ToursMalaga Private Walking Tour, Alcazaba & Catamaran Cruise / September 27, 2026 4.7MalagaMalaga Private Walking Tour, Alcazaba & Catamaran Cruise4.5 hours$258
Catamaran Cruises, Cruises & Boat Tours, Full-Day, Private, Private Sailing Charters, Sailing, St Thomas, St Thomas Sailing Trips, Tour Reviews, VIPFull Day Private Charter on Luxury Catamaran Sailing. / September 27, 2026 5.0St ThomasFull Day Private Charter on Luxury Catamaran Sailing.$250.00
Caves & Coastline Sails, Cruises & Boat Tours, Dubai, Dubai Sailing Trips, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursDubai: Private Coastline Landmarks Mini-Yacht Tour / September 28, 2026 4.8DubaiDubai: Private Coastline Landmarks Mini-Yacht Tour2 hours$217
Cruises & Boat Tours, Evening Experiences, Private, Private Sailing Charters, St Thomas, St Thomas Sailing Trips, Sunset Sails, Tour ReviewsAll-Inclusive Sunset Sail – Semi Private – Only 6 Guests / September 28, 2026 5.0St ThomasAll-Inclusive Sunset Sail – Semi Private – Only 6 Guests$129.00
Bodrum, Cruises & Boat Tours, Lunch Experiences, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursBodrum Private Motor-Yacht Tour With Lunch For 6 Hours / September 28, 2026 5.0BodrumBodrum Private Motor-Yacht Tour With Lunch For 6 Hours6 hours (approx.)$820.47
Cruises & Boat Tours, Evening Experiences, Lake Como, Lake Como Sailing Trips, Private, Private Sailing Charters, Sailing, Sunset Sails, Tour ReviewsSunset sailing on lake Como with Private Skipper / September 29, 2026 5.0Lake ComoSunset sailing on lake Como with Private Skipper2 hours (approx.)$712.32
Cruises & Boat Tours, Lisbon, Lisbon Sailing Trips, Private, Private Sailing Charters, Tour Reviews, ToursLisbon: Private Boutique Boat Tour – Sail in Style / September 30, 2026 5.0LisbonLisbon: Private Boutique Boat Tour – Sail in Style2 - 8 hours$227
2-Hour Experiences, Cruises & Boat Tours, Evening Experiences, Key West, Key West Sailing Trips, Private, Private Sailing Charters, Sunset Sails, Tour Reviews, Wine ToursPrivate 2-Hour Wind and Wine Sunset Sail in Key West / September 29, 2026 5.0Key WestPrivate 2-Hour Wind and Wine Sunset Sail in Key West$4,000.00
Cruises & Boat Tours, Evening Experiences, Morning, Mumbai, Private, Private Sailing Charters, Sailing, Sunset Sails, Tour Reviews, ToursMumbai Private Sunrise/Sunset Sailing 8ppl Boat Tour / September 30, 2026 4.5MumbaiMumbai Private Sunrise/Sunset Sailing 8ppl Boat Tour$128.60
Cruises & Boat Tours, Napa and Sonoma, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursPrivate Sailing Tour of Bodega Bay / September 30, 2026 5.0Napa and SonomaPrivate Sailing Tour of Bodega Bay3 hours (approx.)$122.50
Cruises & Boat Tours, Luxury Yacht Trips, Miami, Miami Sailing Trips, Private, Private Sailing Charters, Sailing, Tour Reviews42 to 46 Ft Private Yacht Miami, rent for 2 our 4 hours, 12 ppl / October 1, 2026 5.0Miami42 to 46 Ft Private Yacht Miami, rent for 2 our 4 hours, 12 ppl2 to 4 hours (approx.)$449.00
Charleston, Charleston Sailing Trips, Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Historical Tours, Morning, Private, Private Sailing Charters, Tour Reviews, ToursPrivate Morning Sail, Dolphin and History Tour on Mystique / October 1, 2026 5.0CharlestonPrivate Morning Sail, Dolphin and History Tour on Mystique2 hours (approx.)$575.00
Catamaran Cruises, Cruises & Boat Tours, Drinking Tours, Lunch Experiences, Mykonos, Mykonos Sailing Trips, Private, Private Sailing Charters, Sailing, Tour ReviewsMykonos Catamaran Private Day Cruise, Full Lunch & Open-bar / October 1, 2026 5.0MykonosMykonos Catamaran Private Day Cruise, Full Lunch & Open-bar5 hours (approx.)$796.48
Catamaran Cruises, Cruises & Boat Tours, Full-Day, Private, Private Sailing Charters, Sailing, St Maarten, St Maarten Sailing Trips, Tour Reviews, VIPLuxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin / October 2, 2026 5.0St MaartenLuxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin$770.00
Cruises & Boat Tours, Dubai, Dubai Sailing Trips, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursDubai: Private Yacht Tour 50 feet / October 2, 2026 4.9DubaiDubai: Private Yacht Tour 50 feet2 - 4 hours$460
Cruises & Boat Tours, Fishing, Palm Eagle Beach, Private, Private Sailing Charters, Snorkel Sailing Trips, Tour Reviews, Tours, VIPAruba Private Luxury Boat Tours – Sail, Snorkel, Fishing and More / October 2, 2026 4.5Palm Eagle BeachAruba Private Luxury Boat Tours – Sail, Snorkel, Fishing and More$256.42
Cruises & Boat Tours, Half-Day, Milos, Milos Sailing Trips, Private, Private Sailing Charters, Sailing, Tour ReviewsHalf-Day Private Romantic Sailing Getaway to Kleftiko / October 3, 2026 5.0MilosHalf-Day Private Romantic Sailing Getaway to Kleftiko5 hours (approx.)$784.42
Catamaran Cruises, Cruises & Boat Tours, Playa del Carmen, Playa del Carmen Sailing Trips, Private, Private Sailing Charters, Sailing, Tour Reviews5H Private 44′ Catamaran All-Inclusive – Tulum & Playa del Carmen / October 3, 2026 5.0Playa del Carmen5H Private 44′ Catamaran All-Inclusive – Tulum & Playa del Carmen5 hours (approx.)$2,479.34
Catamaran Cruises, Cruises & Boat Tours, Private, Private Sailing Charters, Sailing, Santorini, Santorini Sailing Trips, Tour ReviewsSantorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport / October 3, 2026 5.0SantoriniSantorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport5 hours (approx.)$506.85
Cancun, Cancun Sailing Trips, Cruises & Boat Tours, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursPrivate Cancun Yacht Tour 42ft up to 8 pax / October 3, 2026 5.0CancunPrivate Cancun Yacht Tour 42ft up to 8 pax2 to 6 hours (approx.)$240.00
Cruises & Boat Tours, Dubai, Dubai Sailing Trips, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, VIPDubai: Private Luxury Cruise on a Stylish 50FT Yacht. / October 3, 2026 5.0DubaiDubai: Private Luxury Cruise on a Stylish 50FT Yacht.$251.19
Cruises & Boat Tours, Full-Day, Private, Private Sailing Charters, St Thomas, St Thomas Sailing Trips, Tour Reviews, VIPSt. Thomas & St. John Private Luxury Full-Day Sail (12 guest max) / October 4, 2026 5.0St ThomasSt. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)$1,650.00
Cruises & Boat Tours, Dubrovnik, Dubrovnik Sailing Trips, Full-Day, Island-Hopping Sails, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursFull-Day Private Yacht Tour to the Elafiti Islands / October 4, 2026 5.0DubrovnikFull-Day Private Yacht Tour to the Elafiti Islands8 hours (approx.)$2,037.45
Cruises & Boat Tours, Luxury Yacht Trips, Miami, Miami Sailing Trips, Private, Private Sailing Charters, Sailing, Tour ReviewsMiami Bay Discovery Private Yacht Cruise with Captain / October 4, 2026 5.0MiamiMiami Bay Discovery Private Yacht Cruise with Captain$900.00
Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Tour Reviews, ToursBarcelona: Private Classic Yacht Tour with Drinks / October 4, 2026 5.0BarcelonaBarcelona: Private Classic Yacht Tour with Drinks2 hours$294
Catamaran Cruises, Cruises & Boat Tours, Half-Day, Private, Private Sailing Charters, Punta Cana, Punta Cana Sailing Trips, Sailing, Snorkel Sailing Trips, Snorkeling, Tour ReviewsHalf-day Private Catamaran Trip with Snorkeling / October 4, 2026 4.5Punta CanaHalf-day Private Catamaran Trip with Snorkeling$90.00
