All Sailing Trips Worldwide

Full-Day, Greece Sailing Tours, Sailing Tours, Sailing Yacht Charters, Tour Reviews

Paros: Full-Day Sailing Yacht Cruise

★ 4.8Paros: Full-Day Sailing Yacht CruiseFrom $25988 reviews

Brazil Sailing Tours, Island Hopping Sailing Trips, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews, Tours

Discover Paraty’s Best Islands on an Exclusive Schooner Tour

★ 4.6Discover Paraty’s Best Islands on an Exclusive Schooner TourFrom $2313 reviews

Sailing Tours, Swimming and Beach Sailing Trips, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Panama City Beach: Dolphin Sightseeing Sail on the Footloose

★ 4.8Panama City Beach: Dolphin Sightseeing Sail on the FootlooseFrom $3836 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Swimming and Beach Sailing Trips, Tour Reviews, USA Sailing Tours

Panama City Beach: Sunset Sail on the Privateer Catamaran

★ 4.7Panama City Beach: Sunset Sail on the Privateer CatamaranFrom $49138 reviews

Mallorca Sailing Tours, Private Sailing Charters, Private Sailing Charters in Mallorca, Private Sailing Charters in Spain, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Mallorca, Sailing Tours with Lunch in Spain, Spain Sailing Tours, Tour Reviews, Tours

Palma: Private Sailing Boat Excursion with Optional Paella

★ 5.0Palma: Private Sailing Boat Excursion with Optional Paella7 reviews

Mallorca Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Mallorca, Sailing Tours with an Open Bar in Spain, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Mallorca, Sailing Tours with Lunch in Spain, Spain Sailing Tours, Tour Reviews, Tours

Palma de Mallorca: Sailing Tour with Drinks and Tapas

★ 5.0Sailing Tour with Drinks and TapasFrom $10058 reviews

Half-Day, Mallorca Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Mallorca, Sailing Tours with an Open Bar in Spain, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Mallorca, Sailing Tours with Lunch in Spain, Spain Sailing Tours, Tour Reviews

Palma: Private Half-Day Sailing Trip with Tapas & Drinks

★ 5.0Palma: Private Half-Day Sailing Trip with Tapas & DrinksFrom $1473 reviews

Food, Food & Drink, Historical Tours, Mallorca Sailing Tours, Sailing Tours, Spain Sailing Tours, Tour Reviews

Palma de Mallorca: Wooden Sailboat; Food, Views & History

★ 4.8Wooden Sailboat; Food, Views & HistoryFrom $7519 reviews

Bay, Harbour and Coastal Sailing, Buffet Experiences, Dining Experiences, Dinner and Evening Sailing Cruises, Sailing Tours, Sailing Tours with Lunch and BBQ, Tour Reviews

Oslo: Fjord Dinner Cruise on Sailing Ship w/ Seafood Buffet

★ 4.2Fjord Dinner Cruise on Sailing Ship w/ Seafood BuffetFrom $6820 reviews

Private Sailing Charters, Sailing Tours, Sailing Yacht Charters, Tour Reviews

Palawan: Private Sailing Yacht Cruise in El Nido

★ 5.0Palawan: Private Sailing Yacht Cruise in El NidoFrom $12438 reviews

Greece Sailing Tours, Halkidiki Sailing Tours, Sailing Tours, Tour Reviews

Halkidiki: 7 Hours Private Cruise with Sailing Boat

★ 5.07 Hours Private Cruise with Sailing Boat5 reviews

Croatia Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Croatia, Sailing Tours, Tour Reviews, Tours

Pakleni Islands Sailing Tour

★ 4.7Pakleni Islands Sailing TourFrom $1418 reviews

Italy Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Italy, Tour Reviews, Tours

Ortygia: Sailing Tour to Plemmirio with Aperitif

★ 5.0Ortygia: Sailing Tour to Plemmirio with Aperitif2 reviews

Sailing Tours, Tour Reviews, Tours, USA Sailing Tours

Orlando: Sailing Tour with Certified Sailing Instructor

★ 5.0Orlando: Sailing Tour with Certified Sailing InstructorFrom $724 reviews

Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Swimming and Beach Sailing Trips, Tour Reviews, USA Sailing Tours

Orange Beach: Sunset Sailing Cruise Aboard The Cetacean

★ 4.9Orange Beach: Sunset Sailing Cruise Aboard The CetaceanFrom $8228 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Ocean City: Sailing Catamaran Cruise with Crew

★ 4.7Ocean City: Sailing Catamaran Cruise with CrewFrom $1109 reviews

Catamaran Sailing Trips, Sailing and Snorkeling Trips, Sailing Tours, Tour Reviews

Ocho Rios: Catamaran Sail & Snorkel + Dunn’s River Climb

★ 4.9Ocho Rios: Catamaran Sail & Snorkel + Dunn’s River ClimbFrom $1595 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Sailing Tours, Swimming and Beach Sailing Trips, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Orange Beach: Dolphin & Sailing Cruise Aboard 52′ Catamaran

★ 4.6Orange Beach: Dolphin & Sailing Cruise Aboard 52′ CatamaranFrom $5515 reviews

Oahu Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Oahu, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in Oahu, Whale and Dolphin Watching Sails in the USA

Oahu: Waikiki Turtle Snorkel Sail

★ 4.7Waikiki Turtle Snorkel SailFrom $99103 reviews

Honolulu Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Oahu: Sunset sailing in small intimate groups

★ 5.0Sunset sailing in small intimate groupsFrom $1037 reviews

Full-Day, Greece Sailing Tours, Sailing Tours, Swimming and Beach Sailing Trips, Tour Reviews

Nydri: Full-Day Sailing Cruise with Swim Stops & Meal

★ 4.5Nydri: Full-Day Sailing Cruise with Swim Stops & MealFrom $14167 reviews

New York City Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

NYC: Sunset Jazz Sail aboard the ‘Clipper City’

★ 3.8NYC: Sunset Jazz Sail aboard the ‘Clipper City’From $14634 reviews

Newport Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Newport: Sunset Sail on Schooner Madeleine

★ 4.9Sunset Sail on Schooner MadeleineFrom $6734 reviews

Oahu Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Oahu, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Oahu: Sunset Sail Cruise in Waikiki

★ 4.8Sunset Sail Cruise in WaikikiFrom $546 reviews

Newport Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, Tours, USA Sailing Tours

Newport: Schooner Sailing Tour

★ 4.8Schooner Sailing TourFrom $5524 reviews

Mexico Sailing Tours, Sailing Tours, Tour Reviews, Tours, Whale and Dolphin Watching Sails

Nuevo Vallarta: Whale Watching by Sailboat Tour

★ 5.0Nuevo Vallarta: Whale Watching by Sailboat TourFrom $1022 reviews

Newport Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Newport Sunset Sail on Schooner Adirondack

★ 4.9Newport Sunset Sail on Schooner AdirondackFrom $6715 reviews

Newport Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, Tours, USA Sailing Tours

Newport: Day Sailing and Sightseeing Boat Tour on a Schooner

★ 5.0Day Sailing and Sightseeing Boat Tour on a SchoonerFrom $5719 reviews

New York City Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

New York City Lights Schooner Sail

★ 4.9New York City Lights Schooner SailFrom $677 reviews

Lisbon Sailing Tours, Portugal Sailing Tours, Sailing Tours, Tour Reviews

Lisbon: New Year’s Eve Fireworks Tagus River Sailing Cruise

★ 4.6New Year’s Eve Fireworks Tagus River Sailing CruiseFrom $17619 reviews

Barcelona Sailing Tours, Sailing Tours, Spain Sailing Tours, Tour Reviews, Tours

New Sailing / Boat Tour All Included

★ 5.0New Sailing / Boat Tour All IncludedFrom $4613 reviews

Australia Sailing Tours, Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in Australia, Sailing Tours, Tour Reviews, Whale and Dolphin Watching Sails

Nelson Bay: Dolphin Watch Cruise and Sail

★ 4.7Nelson Bay: Dolphin Watch Cruise and SailFrom $3574 reviews

Greece Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Greece, Tour Reviews, Tours

Neos Marmaras: Sunset West Sithonia Islets Sailboat Tour

★ 4.7Neos Marmaras: Sunset West Sithonia Islets Sailboat TourFrom $5750 reviews

Dining Experiences, Dinner and Evening Sailing Cruises, Lunch Experiences, Sailing Tours, Sailing Tours with Lunch and BBQ, Tour Reviews

New Forest: Sail with Lunch or Dinner from Lymington

★ 5.0New Forest: Sail with Lunch or Dinner from LymingtonFrom $2017 reviews

Greece Sailing Tours, Lunch Experiences, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Greece, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Naxos: Small Cyclades Sailing Trip with Lunch & Drinks

★ 4.8Naxos: Small Cyclades Sailing Trip with Lunch & DrinksFrom $16434 reviews

Catamaran Sailing Trips, Sailing Tours, Tour Reviews

Negombo: Catamaran Sailing with Traditional Fishermen

★ 5.0Negombo: Catamaran Sailing with Traditional Fishermen3 reviews

Greece Sailing Tours, Sailing Tours, Tour Reviews

Nafplio Sun Sail Cruises | Semi-Private Half Day | Full Meal

★ 5.0Nafplio Sun Sail Cruises | Semi-Private Half Day | Full MealFrom $14170 reviews

Greece Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Greece, Tour Reviews

Naxos: Private Sunset Sailing Cruise on a 51-Foot Monohull

★ 5.0Naxos: Private Sunset Sailing Cruise on a 51-Foot MonohullFrom $2352 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in Greece, Greece Sailing Tours, Lunch Experiences, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Greece, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Naxos: Naxos Catamaran Sailing Cruise with Lunch and Drinks

★ 4.8Naxos: Naxos Catamaran Sailing Cruise with Lunch and DrinksFrom $153133 reviews

Greece Sailing Tours, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Nafplio Sun Sail Cruises | Half Day-Private | With Meal

★ 5.0Nafplio Sun Sail Cruises | Half Day-Private | With Meal4 reviews

Full-Day, Greece Sailing Tours, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Mykonos: Delos and Rhenia Full-Day Sailing Cruise with Meal

★ 4.8Delos and Rhenia Full-Day Sailing Cruise with MealFrom $12390 reviews

BBQ, Greece Sailing Tours, Mykonos Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Greece, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Mykonos Cruise: Prosecco, BBQ, Sailing Demo & Delos Stop

★ 4.9Mykonos Cruise: Prosecco, BBQ, Sailing Demo & Delos StopFrom $17016 reviews