All Sailing Trips Worldwide

Bacalar Sailing Tours, Mexico Sailing Tours, Private Sailing Charters, Sailing Tours, Tour Reviews

Private Sailboat + Captain for a Day Experience

★ 5.0Private Sailboat + Captain for a Day ExperienceFrom $240 whole boat, up to 6582 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in Spain, Mallorca Sailing Tours, Sailing Tours, Spain Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Mallorca, Sunset Sailing Cruises in Spain, Tour Reviews

Palma de Mallorca: Sunset Sailing Catamaran Trip with Drink

★ 4.6Palma de Mallorca: Sunset Sailing Catamaran Trip with DrinkFrom $23613 reviews

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

Marbella: Sunset Sailing Trip with Drinks and Snacks

★ 4.8Sunset Sailing Trip with Drinks and SnacksFrom $71586 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in Spain, Lunch Experiences, Malaga Sailing Tours, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Spain, Spain Sailing Tours, Swimming and Beach Sailing Trips, Tour Reviews

Malaga: Sailing Catamaran with Swimming and Paella Lunch

★ 4.1Sailing Catamaran with Swimming and Paella LunchFrom $53578 reviews

Mexico Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Mexico, Swimming and Beach Sailing Trips, Tour Reviews

Bacalar: Group Sailing Trip with Swimming and Drinks

★ 4.8Group Sailing Trip with Swimming and DrinksFrom $40585 reviews

Honolulu Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling 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

Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

★ 4.7Waikiki Beach: Turtle Snorkeling and Sailing on HāweaFrom $84656 reviews

Full-Day, Island Hopping Sailing Trips, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the US Virgin Islands, Sailing Tours, St Thomas Sailing Tours, Tour Reviews, US Virgin Islands Sailing Tours

St John & Surrounding Cays – Full-Day Sail/Snorkel, 6 Guests Max

★ 5.0St John & Surrounding Cays – Full-Day Sail/Snorkel, 6 Guests MaxFrom $245635 reviews

Catamaran Sailing Trips, Puerto Rico Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sunset Sailing Cruises, Tour Reviews

San Juan Catamaran Sunset Sail with Drinks Included

★ 5.0San Juan Catamaran Sunset Sail with Drinks IncludedFrom $119622 reviews

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, Sailing Tours, San Francisco Sailing Tours, Tour Reviews, USA Sailing Tours

San Francisco Bay Sailing Cruise

★ 5.0San Francisco Bay Sailing CruiseFrom $72629 reviews

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

Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

★ 5.0Sailing boat from Santa Teresa di Gallura to the Maddalena ArchipelagoFrom $119628 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in Oahu, Catamaran Sailing Trips in the USA, Lunch Experiences, Oahu Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Oahu, Sailing and Snorkeling Trips in the USA, Sailing Tours, Sailing Tours with Lunch and BBQ, Tour Reviews, USA Sailing Tours

Ko Olina Catamaran Sail and Snorkel with Lunch

★ 5.0Ko Olina Catamaran Sail and Snorkel with LunchFrom $195630 reviews

2-Hour Experiences, Lisbon Sailing Tours, Portugal Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Lisbon, Sunset Sailing Cruises in Portugal, Tour Reviews

Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink

★ 5.0Lisbon Small Group 2h Sunset Sailing- Live Commentary & a DrinkFrom $58620 reviews

Bay, Harbour and Coastal Sailing, Charleston Sailing Tours, Coastal Sailing Tours in the USA, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

★ 4.5Afternoon Schooner Sightseeing Dolphin Cruise on Charleston HarborFrom $45620 reviews

Aruba Sailing Tours, Catamaran Sailing Trips, Sailing Tours, Sunset Sailing Cruises, Tour Reviews, Whale and Dolphin Watching Sails

Aruba Sunset Sail Cruise Aboard The Dolphin Catamaran

★ 4.5Aruba Sunset Sail Cruise Aboard The Dolphin CatamaranFrom $59649 reviews

Airlie Beach Sailing Tours, Australia Sailing Tours, Full-Day, Lunch Experiences, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Australia, Sailing Tours, Sailing Tours with Lunch and BBQ, Tour Reviews

Full-Day Whitsunday Sail and Snorkel Adventure with Lunch

★ 5.0Full-Day Whitsunday Sail and Snorkel Adventure with LunchFrom $142653 reviews

Food, Food & Drink, Sailing and Snorkeling Trips, Sailing Tours, Spain Sailing Tours, Tenerife Sailing Tours, Tour Reviews, Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in Spain

Tenerife: Sailboat Tour Whale Watching Food and Snorkeling

★ 4.8Sailboat Tour Whale Watching Food and SnorkelingFrom $70652 reviews

Guided, Lisbon Sailing Tours, Portugal Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Lisbon, Sailing Tours with an Open Bar in Portugal, Tour Reviews, Tours, Wine Tours

Lisbon: Sailboat Tour w/ Local Guide and Open Bar Green Wine

★ 4.9Sailboat Tour w/ Local Guide and Open Bar Green WineFrom $35625 reviews

2-Hour Experiences, France Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in France, Tour Reviews

La Rochelle: 2-Hour Sunset Sailing Cruise

★ 4.82-Hour Sunset Sailing CruiseFrom $40652 reviews

France Sailing Tours, Sailing Tours, Tour Reviews

From La Rochelle: Sailing Cruise to Fort Boyard

★ 4.8Sailing Cruise to Fort BoyardFrom $53623 reviews

Airlie Beach Sailing Tours, Australia Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Australia, Sailing Tours, Swim and Beach Sailing Trips in Australia, Swimming and Beach Sailing Trips, Tour Reviews

Airlie Beach: Providence Whitehaven Day Sail with Snorkeling

★ 4.4Providence Whitehaven Day Sail with SnorkelingFrom $137640 reviews

3-Hour Experiences, Sailing Tours, Spain Sailing Tours, Tenerife Sailing Tours, Tour Reviews, Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in Spain

Whale and Dolphin Watching Sailing Tour – Los Gigantes (3H)

★ 4.7Whale and Dolphin Watching Sailing Tour – Los Gigantes (3H)From $76691 reviews

Canada Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews

Toronto Tall Ship Boat Cruise

★ 4.5Toronto Tall Ship Boat CruiseFrom $38676 reviews

Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in the US Virgin Islands, St Thomas Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the US Virgin Islands, Tour Reviews, US Virgin Islands Sailing Tours, Wine Tours

Champagne Sunset Sail from Margaritaville

★ 4.5Champagne Sunset Sail from MargaritavilleFrom $130691 reviews

Bay, Harbour and Coastal Sailing, Historical Tours, Puerto Rico Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Tour Reviews, Tours

Historical San Juan Bay Sunset Sailing Tour

★ 4.5Historical San Juan Bay Sunset Sailing TourFrom $115710 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Panama City Beach Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA

Sunset Dolphin Sail Aboard the Privateer Catamaran

★ 5.0Sunset Dolphin Sail Aboard the Privateer CatamaranFrom $45709 reviews

2-Hour Experiences, Bay, Harbour and Coastal Sailing, Norway Sailing Tours, Sailing Tours, Tour Reviews

2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship

★ 4.02-Hour Oslo Fjord Sightseeing Cruise by Sailing ShipFrom $40694 reviews

Greece Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Mykonos Sailing Tours, Sailing Tours, Tour Reviews

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

★ 5.0Shared Mykonos Sail Cruise to Delos and Rhenia IslandsFrom $151705 reviews

Historical Tours, Lisbon Sailing Tours, Portugal Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Lisbon, Sunset Sailing Cruises in Portugal, Tour Reviews, Wine Tours

Lisbon Sunset Sailing with Portuguese Wine and History

★ 5.0Lisbon Sunset Sailing with Portuguese Wine and HistoryFrom $54668 reviews

Lisbon Sailing Tours, Portugal Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Lisbon, Sailing Tours with an Open Bar in Portugal, Sailing Yacht Charters, Sailing Yacht Charters in Portugal, Tour Reviews, Tours

Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

★ 5.0Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 DrinksFrom $46703 reviews

Key West Sailing Tours, Sailing Tours, Sailing Tours with Lunch and BBQ, Sunset Sailing Cruises, Sunset Sailing Cruises in Key West, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours, Whale and Dolphin Watching Sails, Whale and Dolphin Watching Sails in the USA, Wine Tours

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★ 4.5Key West Sunset Sail: Dolphin Watching, Wine, and TapasFrom $89699 reviews

Bay, Harbour and Coastal Sailing, Big Island Sailing Tours, Coastal Sailing Tours in the USA, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

★ 5.0Kealakekua Bay (Captain Cook Monument) Snorkel and Sail AdventureFrom $189695 reviews

Big Island Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Afternoon Sail & Snorkel to the Captain Cook Monument

★ 5.0Afternoon Sail & Snorkel to the Captain Cook MonumentFrom $136722 reviews

Aruba Sailing Tours, Half-Day, Lunch Experiences, Sailing and Snorkeling Trips, Sailing Tours, Tour Reviews, Tours

Half-Day Snorkel Sail Tour with Caribbean Lunch

★ 5.0Half-Day Snorkel Sail Tour with Caribbean LunchFrom $107693 reviews

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

Aruba Morning Snorkel Sail aboard Palm Pleasure Catamaran

★ 4.5Aruba Morning Snorkel Sail aboard Palm Pleasure CatamaranFrom $124679 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in Spain, Fuerteventura Sailing Tours, Sailing Tours, Spain Sailing Tours, Tour Reviews

Caleta de Fuste: Catamaran Sailing Experience

★ 4.7Caleta de Fuste: Catamaran Sailing ExperienceFrom $75684 reviews

1-Day Tours, Greece Sailing Tours, Lunch Experiences, Milos Sailing Tours, Sailing and Snorkeling Trips, Sailing Tours, Tour Reviews

Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

★ 4.8Kleftiko Sailing Day Trip with Snorkeling and LunchFrom $170713 reviews

New Zealand Sailing Tours, Sailing Tours, Taupo Sailing Tours, Tour Reviews

Maori Rock Carvings Eco Sailing Taupo

★ 5.0Maori Rock Carvings Eco Sailing TaupoFrom $33758 reviews

Catamaran Sailing Trips, Catamaran Sailing Trips in Spain, Lanzarote Sailing Tours, Sailing Tours, Spain Sailing Tours, Tour Reviews

Catamaran Sailing in Lanzarote

★ 5.0Catamaran Sailing in LanzaroteFrom $90793 reviews

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

Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

★ 5.0Key West Schooner Sunset Sail with Bar & Hors d’oeuvresFrom $122804 reviews

Canoes & Kayaks, Full-Day, Key West Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Key West, Sailing and Snorkeling Trips in the USA, Sailing Tours, Tour Reviews, USA Sailing Tours

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

★ 5.0Key West Full-Day Ocean Adventure: Kayak, Snorkel, SailFrom $152767 reviews

Fuerteventura Sailing Tours, Island Hopping Sailing Trips, Sailing Tours, Spain Sailing Tours, Tour Reviews, Tours

4-Hour Sailing Tour of Lobos Island from Fuerteventura

★ 5.04-Hour Sailing Tour of Lobos Island from FuerteventuraFrom $75785 reviews

Cabo San Lucas Sailing Tours, Mexico Sailing Tours, Sailing and Snorkeling Trips, Sailing and Snorkeling Trips in Mexico, Sailing Tours, Tour Reviews

Lands End Luxury Sail and Snorkel Cruise in Cabo San Lucas

★ 5.0Lands End Luxury Sail and Snorkel Cruise in Cabo San LucasFrom $105816 reviews