Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Key West, Key West Sailing Trips, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsKey West: Schooner Sunset Sail with Food & Drinks / August 8, 2026 4.9Key WestKey West: Schooner Sunset Sail with Food & Drinks2 hours$122
Cruises & Boat Tours, Private, Private Sailing Charters, Puerto Banus, Sailing, Tall Ships & Sailing Boats, Tour ReviewsFrom Marbella: Private and Group Sailboat Cruise & Drinks / August 8, 2026 4.6Puerto BanusFrom Marbella: Private and Group Sailboat Cruise & Drinks$56
Cruises & Boat Tours, Evening Experiences, Lisbon, Lisbon Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsLisbon: Enjoy a Sunset or Night Tagus River Sailboat Cruise / August 9, 2026 4.9LisbonLisbon: Enjoy a Sunset or Night Tagus River Sailboat Cruise2 hours$41
Cruises & Boat Tours, Island-Hopping Sails, La Maddalena, La Maddalena Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursTour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago / August 9, 2026 5.0La MaddalenaTour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago8 hours (approx.)$119.77
Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsBarcelona: Sunset Sailboat Cruise with Drinks and Snacks / August 10, 2026 4.9BarcelonaBarcelona: Sunset Sailboat Cruise with Drinks and Snacks1 hour$29
Cruises & Boat Tours, Olbia, Sailing, Tall Ships & Sailing Boats, Tour ReviewsSailing ship from Porto San Paolo (S.Teodoro-Olbia) to Tavolara, Molara / August 11, 2026 5.0OlbiaSailing ship from Porto San Paolo (S.Teodoro-Olbia) to Tavolara, Molara7 to 8 hours (approx.)$119.77
Cruises & Boat Tours, Food, Food & Drink, Gran Canaria, Gran Canaria Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour ReviewsFrom Puerto de Mogán: Sailboat Trip with Food and Drinks / August 10, 2026 4.8Gran CanariaFrom Puerto de Mogán: Sailboat Trip with Food and Drinks4 hours$100
Cruises & Boat Tours, Halifax, Sailing, Tall Ships & Sailing Boats, Tour ReviewsTall Ship Silva Sailing Cruise Ft. a Live Musician / August 11, 2026 4.0HalifaxTall Ship Silva Sailing Cruise Ft. a Live Musician2 hours (approx.)$40.89
Cruises & Boat Tours, Evening Experiences, New York City, New York City Sailing Trips, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsNYC: Sunset Sail Aboard Schooner Adirondack / August 12, 2026 4.9New York CityNYC: Sunset Sail Aboard Schooner Adirondack2 hours$90
City Tours, Cruises & Boat Tours, New York City, New York City Sailing Trips, Tall Ships & Sailing Boats, Tour ReviewsNYC Statue of Liberty Tall Ship Sail aboard Clipper City / August 13, 2026 4.5New York CityNYC Statue of Liberty Tall Ship Sail aboard Clipper City1 hour 30 minutes (approx.)$68.00
Boston, Boston Sailing Trips, Cruises & Boat Tours, Marina & Harbor Cruises, Tall Ships & Sailing Boats, Tour ReviewsBoston: Tall Ship Harbor Sail / August 14, 2026 4.6BostonBoston: Tall Ship Harbor Sail1.5 hours$35
Cruises & Boat Tours, Mallorca, Mallorca Sailing Trips, Sailing, Snorkel Sailing Trips, Snorkeling, Tall Ships & Sailing Boats, Tour Reviews, ToursCan Pastilla: Sailboat Tour with Snorkeling, Tapas & Drinks / August 14, 2026 4.9MallorcaCan Pastilla: Sailboat Tour with Snorkeling, Tapas & Drinks4 hours$117
Cruises & Boat Tours, Milos, Milos Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour ReviewsAdamantas: Milos Sightseeing Sailboat Cruise / August 14, 2026 4.9MilosAdamantas: Milos Sightseeing Sailboat Cruise8 hours$223
Charleston, Charleston Sailing Trips, Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Marina & Harbor Cruises, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursCharleston: Schooner Sailing Harbor Tour & Dolphin Watch / August 15, 2026 4.6CharlestonCharleston: Schooner Sailing Harbor Tour & Dolphin Watch$48
Cruises & Boat Tours, Evening Experiences, Key West, Key West Sailing Trips, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsKey West Sunset Sail Aboard Legendary Schooner Appledore / August 15, 2026 5.0Key WestKey West Sunset Sail Aboard Legendary Schooner Appledore2 hours (approx.)
Cruises & Boat Tours, Food, Food & Drink, Gran Canaria, Gran Canaria Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour ReviewsFrom Puerto de Mogán: Sailboat Trip with Food and Drinks / August 15, 2026 4.8Gran CanariaFrom Puerto de Mogán: Sailboat Trip with Food and Drinks$96
Adamantas, Adamantas Sailing Trips, Cruises & Boat Tours, Drinking Tours, Food, Food & Drink, Full-Day, Party & Music Cruises, Sailing, Tall Ships & Sailing Boats, Tour ReviewsMilos: Full-Day Sailboat Cruise with Food and Open Bar / August 18, 2026 4.8AdamantasMilos: Full-Day Sailboat Cruise with Food and Open Bar9 hours$212
Clearwater, Cruises & Boat Tours, Sailing, Tall Ships & Sailing Boats, Tour ReviewsSchooner Clearwater- Sailing Cruise-Clearwater Beach / August 18, 2026 5.0ClearwaterSchooner Clearwater- Sailing Cruise-Clearwater Beach2 hours (approx.)$80.00
Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Sailing, Tall Ships & Sailing Boats, Tenerife, Tenerife Sailing Trips, Tour Reviews, Tours, Whale WatchingTenerife: Whale and Dolphin Watching Tour by Sailboat / August 18, 2026 4.7TenerifeTenerife: Whale and Dolphin Watching Tour by Sailboat3 hours$69
Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Sailing, Swim-Stop Cruises, Tall Ships & Sailing Boats, Tour Reviews, ToursBarcelona Badalona : Sailboat Tour, Snacks, Drinks, Swimming / August 19, 2026 4.9BarcelonaBarcelona Badalona : Sailboat Tour, Snacks, Drinks, Swimming2 hours$45
Cruises & Boat Tours, Evening Experiences, Marina & Harbor Cruises, Sailing, Seattle, Seattle Sailing Trips, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsSeattle: Tall Sailboat Sunset Harbor Cruise / August 19, 2026 4.8SeattleSeattle: Tall Sailboat Sunset Harbor Cruise2 hours$79
Boston, Boston Sailing Trips, Cruises & Boat Tours, Marina & Harbor Cruises, Tall Ships & Sailing Boats, Tour ReviewsBoston: Tall Ship Harbor Sail with Weekend Brunch Option / August 20, 2026 4.5BostonBoston: Tall Ship Harbor Sail with Weekend Brunch Option$35
Cruises & Boat Tours, Dolphin & Whale Sails, Sailing, Tall Ships & Sailing Boats, Tenerife, Tenerife Sailing Trips, Tour Reviews, Whale WatchingFrom Los Gigantes: Whale Watching Sailboat Cruise / August 20, 2026 4.9TenerifeFrom Los Gigantes: Whale Watching Sailboat Cruise3 - 4 hours$88
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Key West, Key West Sailing Trips, Party & Music Cruises, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsClassic Key West Schooner Sunset Sail with Full Open Bar / August 21, 2026 5.0Key WestClassic Key West Schooner Sunset Sail with Full Open Bar2 hours (approx.)
Cruises & Boat Tours, Dining Experiences, Dinner & BBQ Cruises, Dinner Experiences, Evening Experiences, Kauai, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews, ToursKauai: Napali Coast Sunset Sailboat Tour with Dinner / August 22, 2026 4.6KauaiKauai: Napali Coast Sunset Sailboat Tour with Dinner4.5 hours$247
Cruises & Boat Tours, Lisbon, Lisbon Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour ReviewsRelaxing Sailboat Cruise along the Tagus / August 22, 2026 5.0LisbonRelaxing Sailboat Cruise along the Tagus2 hours (approx.)$39.92
Cruises & Boat Tours, Key West, Key West Sailing Trips, Tall Ships & Sailing Boats, Tour ReviewsKey West Day Sail on Schooner America 2.0 with 2 Drinks / August 24, 2026 5.0Key WestKey West Day Sail on Schooner America 2.0 with 2 Drinks1 hour 30 minutes (approx.)$73.10
Cabo San Lucas, Cabo San Lucas Sailing Trips, Cruises & Boat Tours, Private, Private Sailing Charters, Sailing, Tall Ships & Sailing Boats, Tour Reviews, ToursPrivate Sailboat tour in Cabo San Lucas with Papillon Yachts / August 23, 2026 5.0Cabo San LucasPrivate Sailboat tour in Cabo San Lucas with Papillon Yachts3 hours (approx.)$800.00
Cruises & Boat Tours, Evening Experiences, Porto, Porto Sailing Trips, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsPorto: Best Charming Sailboat Cruise Sunset / August 25, 2026 4.9PortoPorto: Best Charming Sailboat Cruise Sunset$61
Ben Tre, Cruises & Boat Tours, Food, Food & Drink, Full-Day, Sailing, Scooter Rentals, Tall Ships & Sailing Boats, Tour ReviewsBen Tre Mekong Zig Zag: Scooter, Sailboat, and Food (Full day) / August 26, 2026 5.0Ben TreBen Tre Mekong Zig Zag: Scooter, Sailboat, and Food (Full day)$59.00
2-Hour Experiences, Barcelona, Barcelona Sailing Trips, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Sails, Tall Ships & Sailing Boats, Tour ReviewsBarcelona: 2-Hour Sunset Sailboat Trip / August 26, 2026 4.9BarcelonaBarcelona: 2-Hour Sunset Sailboat Trip$64
Cruises & Boat Tours, Full-Day, Sailing, Stintino, Stintino Sailing Trips, Tall Ships & Sailing Boats, Tour Reviews, ToursAsinara: Full Day Sailboat Excursion from Stintino / August 27, 2026 4.7StintinoAsinara: Full Day Sailboat Excursion from Stintino$107.85
Cruises & Boat Tours, New York City, New York City Sailing Trips, Tall Ships & Sailing Boats, Tour ReviewsNYC: Statue of Liberty Day Sail on the Schooner Adirondack / August 27, 2026 4.9New York CityNYC: Statue of Liberty Day Sail on the Schooner Adirondack1.8 hours$60
Cruises & Boat Tours, Guided, New York City, New York City Sailing Trips, Sailing, Tall Ships & Sailing Boats, Tour Reviews, Tours2.5-hour Guided Sailboat Tour / August 27, 2026 5.0New York City2.5-hour Guided Sailboat Tour2 hours to 2 hours 30 minutes (approx.)$118.00
Camden Maine, Cruises & Boat Tours, Historical Tours, Sailing, Tall Ships & Sailing Boats, Tour ReviewsCamden: Historic Schooner Day Sailing Trip / August 27, 2026 4.7Camden MaineCamden: Historic Schooner Day Sailing Trip2 hours$59
Cruises & Boat Tours, Drinking Tours, Party & Music Cruises, Sailing, Sliema, Swim-Stop Cruises, Tall Ships & Sailing Boats, Tour ReviewsMalta: Sailboat Party with an Open Bar, Snack, and Swimming / August 28, 2026 3.9SliemaMalta: Sailboat Party with an Open Bar, Snack, and Swimming4 hours$70
Cruises & Boat Tours, Historical Tours, Luxury Yacht Trips, Sailing, Salem, Tall Ships & Sailing Boats, Tour ReviewsSailing on Historic Schooner Yacht in Salem, MA / August 30, 2026 5.0SalemSailing on Historic Schooner Yacht in Salem, MA2 hours (approx.)
Cruises & Boat Tours, Mallorca, Mallorca Sailing Trips, Private, Private Sailing Charters, Sailing, Tall Ships & Sailing Boats, Tour ReviewsHalf day on a private sailboat in Mallorca (port d’andratx) / August 30, 2026 5.0MallorcaHalf day on a private sailboat in Mallorca (port d’andratx)4 hours (approx.)$483.94
Buffet Experiences, Cruises & Boat Tours, Dinner & BBQ Cruises, Evening Experiences, Fjord Cruises, Oslo, Sailing, Tall Ships & Sailing Boats, Tour ReviewsOslo Fjord Evening Cruise with Shrimp Buffet on a Sailing Ship / August 30, 2026 4.0OsloOslo Fjord Evening Cruise with Shrimp Buffet on a Sailing Ship3 hours (approx.)$90.25
