All Sailing Trips and Yacht Cruises in the World

Evening Experiences, Portugal Sailing Trips, Sailing Trips, Sailing Trips with an Open Bar in Portugal, Sailing Trips with Open Bar & Drinks, Sunset Sailing Cruises, Sunset Sailing Cruises in Portugal, Tour Reviews

Lagos: Sunset Sail aboard a Traditional Boat with Prosecco

★ 4.7Sunset Sail aboard a Traditional Boat with ProseccoFrom $58286 reviews

New York City Sailing Trips, Sailing Trips, Tour Reviews, USA Sailing Trips

NYC: Statue of Liberty Day Sail on the Schooner Adirondack

★ 4.9Statue of Liberty Day Sail on the Schooner AdirondackFrom $60182 reviews

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

Neos Marmaras: Sunset West Sithonia Islets Sailboat Tour

★ 4.7Sunset West Sithonia Islets Sailboat TourFrom $5750 reviews

Australia Sailing Trips, Bay, Harbour & Coastal Sailing, Catamaran Cruises, Catamaran Cruises in Australia, Tour Reviews, Whale & Dolphin Watching Sails

Nelson Bay: Whale and Dolphin Watching Catamaran Cruise

★ 4.6Whale and Dolphin Watching Catamaran CruiseFrom $6347 reviews

1-Day Tours, Catamaran Cruises, Catamaran Cruises in Greece, Greece Sailing Trips, Lunch Experiences, Sailing Trips with an Open Bar in Greece, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Open Bar & Drinks, Tour Reviews, VIP

Naxos: Luxury Catamaran Day Trip with Lunch and Drinks

★ 4.4Luxury Catamaran Day Trip with Lunch and DrinksFrom $16937 reviews

Australia Sailing Trips, Bay, Harbour & Coastal Sailing, Sailing Trips, Tour Reviews, Whale & Dolphin Watching Sails

Nelson Bay: Dolphin Watch Cruise and Sail

★ 4.7Dolphin Watch Cruise and SailFrom $3574 reviews

Greece Sailing Trips, Lunch Experiences, Naxos Sailing Trips, Sailing Trips, Sailing Trips with an Open Bar in Greece, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Open Bar & Drinks, Tour Reviews

Naxos: Small Cyclades Sailing Trip with Lunch & Drinks

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

Greece Sailing Trips, Lunch Experiences, Sailing Trips, Sailing Trips with an Open Bar in Greece, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Open Bar & Drinks, Tour Reviews

Naxos: Sailing Cruise with Lunch & Drinks

★ 4.8Sailing Cruise with Lunch & DrinksFrom $188347 reviews

Full-Day, Greece Sailing Trips, Naxos Sailing Trips, Sailing Trips, Tour Reviews

Naxos: Full-Day Small Cyclades Sailing Cruise

★ 4.4Full-Day Small Cyclades Sailing CruiseFrom $165208 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Greece Sailing Trips, Lunch Experiences, Naxos Sailing Trips, Sailing Trips, Sailing Trips with an Open Bar in Greece, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Open Bar & Drinks, Tour Reviews

Naxos: Naxos Catamaran Sailing Cruise with Lunch and Drinks

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

Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Mykonos, Greece Sailing Trips, Mykonos Sailing Trips, Tour Reviews

Mykonos: Boho Experience Catamaran Cruise

★ 4.7Boho Experience Catamaran CruiseFrom $21222 reviews

Catamaran Cruises, Tour Reviews, Tours, Ushuaia Sailing Trips

From Ushuaia: Beagle Channel Catamaran Tour

★ 4.7Beagle Channel Catamaran TourFrom $10751 reviews

Catamaran Cruises, Catamaran Cruises in the USA, Tour Reviews, USA Sailing Trips, Wildlife

Naples: Catamaran Cruises with Wildlife Views

★ 4.5Catamaran Cruises with Wildlife ViewsFrom $4832 reviews

Full-Day, Greece Sailing Trips, Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips 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

Greece Sailing Trips, Private, Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, 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 Trips, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Lunch Experiences, Private Drivers, Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Swimming & Beach Sailing Trips, Tour Reviews, Tours

Mykonos: Island Beaches Sailing Tour with Lunch and Transfer

★ 4.8Island Beaches Sailing Tour with Lunch and TransferFrom $15961 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Greece Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Tour Reviews

From Ornos: Mykonos Delos Catamaran Cruise with Meal & SUP

★ 4.6Mykonos Delos Catamaran Cruise with Meal & SUPFrom $16523 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Mykonos, Full-Day, Greece Sailing Trips, Lunch Experiences, Mykonos Sailing Trips, Tour Reviews

Mykonos: Full-Day Catamaran Cruise with Fresh Lunch

★ 4.9Full-Day Catamaran Cruise with Fresh LunchFrom $39429 reviews

BBQ, Greece Sailing Trips, Mykonos Sailing Trips, Sailing Trips, Sailing Trips with an Open Bar in Greece, Sailing Trips with an Open Bar in Mykonos, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Lunch in Mykonos, Sailing Trips with Open Bar & Drinks, Tour Reviews

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

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

Italy Sailing Trips, Sailing Trips, Tour Reviews, Tours

Cala Gonone: Gulf of Orosei Tour with a Vintage Sailing boat

★ 4.8Gulf of Orosei Tour with a Vintage Sailing boatFrom $20397 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Greece Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Tour Reviews

Mykonos: Catamaran Cruise with 3-Course Meal and Transfers

★ 4.8Catamaran Cruise with 3-Course Meal and TransfersFrom $175341 reviews

Food, Food & Drink, Fuerteventura Sailing Trips, Sailing Trips, Sailing Trips with an Open Bar in Spain, Sailing Trips with Open Bar & Drinks, Spain Sailing Trips, Tour Reviews, Tours

Morro Jable: Sailing Boat Excursion with Food and Drinks

★ 4.9Sailing Boat Excursion with Food and DrinksFrom $117296 reviews

Morning, Sailing Trips, Tour Reviews, Tours

Morning Sailing Tour in Rio

★ 4.8Morning Sailing Tour in RioFrom $5859 reviews

Bay, Harbour & Coastal Sailing, Catamaran Cruises, Catamaran Cruises in the USA, Evening Experiences, Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Trips

Monterey Bay: Sunset Catamaran Sailing Cruise

★ 4.8Sunset Catamaran Sailing CruiseFrom $9531 reviews

Bay, Harbour & Coastal Sailing, Catamaran Cruises, Evening Experiences, Jamaica Sailing Trips, Sunset Sailing Cruises, Tour Reviews

Montego Bay: Reggae Sunset Catamaran Cruise

★ 4.4Reggae Sunset Catamaran CruiseFrom $12518 reviews

Algarve Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Portugal, Portugal Sailing Trips, Private Sailing Charters, Private Sailing Charters in Portugal, Sailing Trips with an Open Bar in Portugal, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Portugal, Sailing Trips with Open Bar & Drinks, Tour Reviews, VIP

Lagos: Luxury Yacht Charter with Drinks & Tapas

★ 5.0Luxury Yacht Charter with Drinks & Tapas13 reviews

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

Monterey: Catamaran Sailing Cruise

★ 4.6Catamaran Sailing CruiseFrom $6514 reviews

Bay, Harbour & Coastal Sailing, Catamaran Cruises, Jamaica Sailing Trips, Montego Bay Sailing Trips, Sailing & Snorkeling Trips, Tour Reviews

Montego Bay: Reggae Family Catamaran Cruise with Snorkeling

★ 4.1Reggae Family Catamaran Cruise with SnorkelingFrom $1259 reviews

Bay, Harbour & Coastal Sailing, Greece Sailing Trips, Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Tour Reviews

Agios Nikolaos: Mirabello Bay Sailing Cruise with Meal

★ 4.7Mirabello Bay Sailing Cruise with MealFrom $11230 reviews

Full-Day, Greece Sailing Trips, Lunch Experiences, Milos Sailing Trips, Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Lunch in Milos, Tour Reviews, Tours

Milos: Full-Day Kleftiko Poliegos Sailboat Tour with Lunch

★ 4.8Full-Day Kleftiko Poliegos Sailboat Tour with LunchFrom $159111 reviews

Greece Sailing Trips, Lunch Experiences, Milos Sailing Trips, Private, Private Sailing Charters, Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Lunch in Milos, Tour Reviews

Milos: Kleftiko Semi Private Sailing Cruise with Lunch

★ 4.9Kleftiko Semi Private Sailing Cruise with LunchFrom $14121 reviews

Greece Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Greece, Milos Sailing Trips, Tour Reviews, Tours

❖ Milos: Small Group Yacht Tour—Kleftiko Sarakiniko Poliegos

★ 4.8Small Group Yacht Tour—Kleftiko Sarakiniko PoliegosFrom $20053 reviews

Greece Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Greece, Private, Private Sailing Charters, Tour Reviews, Tours

❖ Milos: Private Yacht Tour—Kleftiko Sarakiniko Poliegos

★ 5.0Private Yacht Tour—Kleftiko Sarakiniko Poliegos11 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Greece Sailing Trips, Lunch Experiences, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Tour Reviews

Milos: Kleftiko Half Day Catamaran Cruise with Lunch

★ 5.0Kleftiko Half Day Catamaran Cruise with LunchFrom $15315 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Milos, Greece Sailing Trips, Lunch Experiences, Milos Sailing Trips, Morning, Sailing Trips with an Open Bar in Greece, Sailing Trips with an Open Bar in Milos, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Lunch in Milos, Sailing Trips with Open Bar & Drinks, Tour Reviews

Milos: Kleftiko Morning Catamaran Cruise with Lunch & Drinks

★ 4.9Kleftiko Morning Catamaran Cruise with Lunch & DrinksFrom $18272 reviews

Canoes & Kayaks, Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Milos, Full-Day, Greece Sailing Trips, Milos Sailing Trips, Tour Reviews

Milos: Full-Day Catamaran Cruise with Paddle Board

★ 5.0Full-Day Catamaran Cruise with Paddle BoardFrom $23562 reviews

Greece Sailing Trips, Milos Sailing Trips, Sailing Trips, Tour Reviews

Adamantas: Milos Sightseeing Sailboat Cruise

★ 4.9Milos Sightseeing Sailboat CruiseFrom $223257 reviews

Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Milos, Full-Day, Greece Sailing Trips, Milos Sailing Trips, Tour Reviews

Milos: Full day Milos and Poliegos Catamaran Cruise

★ 4.8Full day Milos and Poliegos Catamaran CruiseFrom $21863 reviews

Drinking Tours, Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Party & Music Sailing Cruises, Sailing Trips with Open Bar & Drinks, Tour Reviews, USA Sailing Trips

Miami: Party Yacht Cruise with Open Bar and DJ

★ 3.2Party Yacht Cruise with Open Bar and DJFrom $10039 reviews

Bay, Harbour & Coastal Sailing, Food, Food & Drink, Miami Sailing Trips, Sailing Trips, Sailing Trips with Open Bar & Drinks, Tour Reviews, USA Sailing Trips

Miami: Intimate Sailing in Biscayne Bay w/ Food and Drinks

★ 4.7Intimate Sailing in Biscayne Bay w/ Food and DrinksFrom $13934 reviews

Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Tour Reviews, USA Sailing Trips

Miami: Miami Skyline Vintage Yacht Cruise,

★ 4.6Miami Skyline Vintage Yacht Cruise,From $6018 reviews

Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Swimming & Beach Sailing Trips, Tour Reviews, USA Sailing Trips

Miami Beach: Private Yacht Rental with Captain

★ 4.4Private Yacht Rental with Captain13 reviews