Bacalar, Bacalar Sailing Trips, Caves & Coastline Sails, Cruises & Boat Tours, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursSailboat tour in the seven colors lagoon of Bacalar / October 3, 2026 4.7BacalarSailboat tour in the seven colors lagoon of Bacalar3 hours$43
Cruises & Boat Tours, Evening Experiences, Newport, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsNewport Sunset Sail on Schooner Adirondack / October 4, 2026 5.0NewportNewport Sunset Sail on Schooner Adirondack1 hour 30 minutes (approx.)$74.20
Buffet Experiences, Cruises & Boat Tours, Dinner & BBQ Cruises, Evening Experiences, Marseille, Marseille Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Wine ToursMarseille: Evening sailboat trip to the Calanques du Frioul with buffet and organic wine / October 4, 2026 4.8MarseilleMarseille: Evening sailboat trip to the Calanques du Frioul with buffet and organic wine3.5 hours$94
Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Marbella, Marbella Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour ReviewsMarbella: Dolphin-Watching Sailboat Trip with Drinks, Snacks / October 5, 2026 4.8MarbellaMarbella: Dolphin-Watching Sailboat Trip with Drinks, Snacks2 hours$77
Concerts, Cruises & Boat Tours, Halifax, Marina & Harbor Cruises, Party & Music Cruises, Sailing, Tall Ships & Sailing Boats, Tour ReviewsHalifax: Tall Ship Harbor Sailing Cruise with Live Music / October 7, 2026 4.5HalifaxHalifax: Tall Ship Harbor Sailing Cruise with Live Music2 hours$42
Cruises & Boat Tours, Rio De Janeiro, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursSailboat Tour in Rio de Janeiro / October 8, 2026 5.0Rio de JaneiroSailboat Tour in Rio de Janeiro3 hours (approx.)$54.93
Cruises & Boat Tours, Fort Myers, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Tours2.5 hr Sailboat Tour aboard Orion’s Child / October 9, 2026 5.0Fort Myers2.5 hr Sailboat Tour aboard Orion’s Child2 hours 30 minutes (approx.)$130.00
Cruises & Boat Tours, Private, Private Sailing Charters, Sailing, St John, Tall Ships & Sailing Boats, Tour ReviewsPrivate Day Charter Classic Sailboat / October 11, 2026 5.0St JohnPrivate Day Charter Classic Sailboat$1,395.00
Akureyri, Cruises & Boat Tours, Dolphin & Whale Sails, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Whale WatchingWhale Watching on a Traditional Oak Sailing Ship from Husavik / October 11, 2026 4.5AkureyriWhale Watching on a Traditional Oak Sailing Ship from Husavik$106
Cruises & Boat Tours, Newport, Sailing, Tall Ships & Sailing Boats, Tour ReviewsNewport Sightseeing Day Sailing Experience on Schooner Adirondack / October 11, 2026 5.0NewportNewport Sightseeing Day Sailing Experience on Schooner Adirondack1 hour 30 minutes (approx.)$61.48
Cruises & Boat Tours, New York City, New York City Sailing Trips, Tall Ships & Sailing Boats, Tour ReviewsNew York Day Sail to the Statue of Liberty on Schooner America / October 13, 2026 5.0New York CityNew York Day Sail to the Statue of Liberty on Schooner America1 hour 45 minutes (approx.)$60.08
2-Hour Experiences, Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, ToursSunset Sailboat Tejo River Tour 2h / October 13, 2026 5.0LisbonSunset Sailboat Tejo River Tour 2h2 hours (approx.)
Cruises & Boat Tours, Sailing, Snorkel Sailing Trips, Snorkeling, Tall Ships & Sailing Boats, Tarifa, Tour Reviews, ToursTarifa: Sailboat Tour, Snorkelling, Tapas & Drinks / October 14, 2026 5.0TarifaTarifa: Sailboat Tour, Snorkelling, Tapas & Drinks3 hours$112
Cruises & Boat Tours, Formentera, Formentera Sailing Trips, Full-Day, Private, Private Sailing Charters, Sailing, Tall Ships & Sailing Boats, Tour ReviewsFormentera & Espalmador: Full-Day Private Sailboat Trip / October 15, 2026 5.0FormenteraFormentera & Espalmador: Full-Day Private Sailboat Trip7 hours (approx.)$941.32
Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Party & Music Cruises, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsBarcelona: Sunset Sailboat Cruise with Open Bar and Snacks / October 16, 2026 4.7BarcelonaBarcelona: Sunset Sailboat Cruise with Open Bar and Snacks1.5 - 2 hours$46
Bacalar Lagoon, Caves & Coastline Sails, Cruises & Boat Tours, Private, Private Sailing Charters, Sailing, Swim-Stop Cruises, Tall Ships & Sailing Boats, Tour Reviews, ToursBacalar: Private Sailboat Tour with Lagoon Swimming / October 15, 2026 4.9Bacalar LagoonBacalar: Private Sailboat Tour with Lagoon Swimming3 - 4 hours$102
Caves & Coastline Sails, Cruises & Boat Tours, Evening Experiences, Maine, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsSchooner Eastwind Sunset Sail to see the Maine Coastline / October 17, 2026 4.5MaineSchooner Eastwind Sunset Sail to see the Maine Coastline2 hours (approx.)$59.95
Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsLisbon – Daylight or Sunset on a Vintage Sailboat / October 19, 2026 5.0LisbonLisbon – Daylight or Sunset on a Vintage Sailboat2 hours (approx.)$66.38
Cannes, Cannes Sailing Trips, Cruises & Boat Tours, Half-Day, Island-Hopping Sails, Sailing, Tall Ships & Sailing Boats, Tour ReviewsFrom Cannes: Half-day sailboat trip to the Lerins Islands / October 20, 2026 4.8CannesFrom Cannes: Half-day sailboat trip to the Lerins Islands3.5 hours$176
Cruises & Boat Tours, Evening Experiences, Porto, Porto Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsPorto shared Thullium Sailboat, enjoy magic sunset&open sail / October 21, 2026 5.0PortoPorto shared Thullium Sailboat, enjoy magic sunset&open sail2 hours$42
Cruises & Boat Tours, Full-Day, Lunch Experiences, Palau, Palau Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursMaddalena Archipelago: Full-Day Sailboat Tour with Lunch / October 22, 2026 4.1PalauMaddalena Archipelago: Full-Day Sailboat Tour with Lunch$136.65
Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Party & Music Cruises, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsBarcelona: Sunset Sailboat Cruise with Open Bar and Snacks / October 23, 2026 4.6BarcelonaBarcelona: Sunset Sailboat Cruise with Open Bar and Snacks$54
Alghero, Alghero Sailing Trips, Cruises & Boat Tours, Lunch Experiences, Sailing, Tall Ships & Sailing Boats, Tour ReviewsAlghero – Sailboat trip with lunch on board, / October 23, 2026 5.0AlgheroAlghero – Sailboat trip with lunch on board,7 hours 30 minutes (approx.)$162.92
Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, Tours, Wine ToursSunset sailboat tour in Lisbon with green wine / October 26, 2026 5.0LisbonSunset sailboat tour in Lisbon with green wine2 hours (approx.)$48.27
Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, Vila Nova De GaiaPorto: Sunset Cruise with Welcome Drink in a Sailboat / October 25, 2026 4.6Vila Nova De GaiaPorto: Sunset Cruise with Welcome Drink in a Sailboat2 hours$69
Cruises & Boat Tours, Halkidiki, Halkidiki Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursKassandra: West Sithonia Coves and Islets Sailboat Tour / October 26, 2026 4.5HalkidikiKassandra: West Sithonia Coves and Islets Sailboat Tour5 hours$69
Cruises & Boat Tours, Evening Experiences, Neos Marmaras, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, ToursNeos Marmaras: Sunset West Sithonia Islets Sailboat Tour / October 27, 2026 4.7Neos MarmarasNeos Marmaras: Sunset West Sithonia Islets Sailboat Tour3 hours$57
Cruises & Boat Tours, New York City, New York City Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour ReviewsNYC: Brooklyn Sightseeing Sailboat Cruise / October 28, 2026 4.9New York CityNYC: Brooklyn Sightseeing Sailboat Cruise2.5 hours$125
