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Spain
The USA
Greece and Portugal
By Type
Best Sailing Tours
More Destinations

WORLDWIDE

All Island Hopping Sailing Trips Worldwide

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Phuket: Racha and Coral Island Sailing Day Trip by Miss.Red - Morning pickup and the ride to the pier

1-Day Tours, Island Hopping Sailing Trips, Sailing and Snorkeling Trips, Sailing Tours, Thailand Sailing Tours, Tour Reviews

Phuket: Racha and Coral Island Sailing Day Trip by Miss.Red

★ 4.7Racha and Coral Island Sailing Day Trip by Miss.RedFrom $933 reviews

Phuket: Sailing Yacht Island Hopping & Party Full-Day Cruise - Banana Beach: An Easy Start on Coral Island

Full-Day, Island Hopping Sailing Trips, Party and Music Sailing Cruises, Sailing Tours, Sailing Yacht Charters, Thailand Sailing Tours, Tour Reviews

Phuket: Sailing Yacht Island Hopping & Party Full-Day Cruise

★ 5.0Sailing Yacht Island Hopping & Party Full-Day CruiseFrom $1607 reviews

Pattaya: Private Sailing Catamaran Island Discoveries - Choosing between a half-day and full-day route

Catamaran Sailing Trips, Island Hopping Sailing Trips, Private Sailing Charters, Sailing Tours, Thailand Sailing Tours, Tour Reviews

Pattaya: Private Sailing Catamaran Island Discoveries

★ 4.8Pattaya: Private Sailing Catamaran Island Discoveries4 reviews

Pattaya: 3 Islands Hopping on Sailing Party Yacht and Buffet - What the 82-foot yacht adds

Buffet Experiences, Island Hopping Sailing Trips, Party and Music Sailing Cruises, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Yacht Charters, Thailand Sailing Tours, Tour Reviews

Pattaya: 3 Islands Hopping on Sailing Party Yacht and Buffet

★ 4.3Pattaya: 3 Islands Hopping on Sailing Party Yacht and BuffetFrom $10318 reviews

Discover Paraty's Best Islands on an Exclusive Schooner Tour - Finding the Aquamarina II at the Tourist Pier

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

Pakleni Islands Sailing Tour - The swim stop and onboard equipment

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

Neos Marmaras: Sunset West Sithonia Islets Sailboat Tour - What the small group changes

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

Mošćenička Draga: Sailing Trip to Cres Island - Leaving from the green lantern at Mošćenička Draga

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

Mošćenička Draga: Sailing Trip to Cres Island

★ 5.0Mošćenička Draga: Sailing Trip to Cres IslandFrom $703 reviews

Magnetic Island: Lunchtime Sailing Cruise - One hour along Magnetic Island’s coast

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

Magnetic Island: Lunchtime Sailing Cruise

★ 4.7Magnetic Island: Lunchtime Sailing CruiseFrom $16937 reviews

Maddalena Archipelago: Full-Day Sailboat Tour with Lunch - Mady rock and the first look at Spargi

Full-Day, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Italy, Italy Sailing Tours, Lunch Experiences, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Italy, Tour Reviews, Tours

Maddalena Archipelago: Full-Day Sailboat Tour with Lunch

★ 4.1Maddalena Archipelago: Full-Day Sailboat Tour with LunchFrom $13655 reviews

Bay of Islands: Late Afternoon Sailing Cruise - A real sailing vessel, not a sightseeing launch

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in New Zealand, Island Hopping Sailing Trips, Island Hopping Sailing Trips in New Zealand, New Zealand Sailing Tours, Paihia Sailing Tours, Sailing Tours, Tour Reviews

Bay of Islands: Late Afternoon Sailing Cruise

★ 4.9Bay of Islands: Late Afternoon Sailing CruiseFrom $5390 reviews

Lake Iseo: Sailing Cruise of the Three Islands - Starting with Monte Isola

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

Lake Iseo: Sailing Cruise of the Three Islands

★ 4.8Lake Iseo: Sailing Cruise of the Three IslandsFrom $14710 reviews

La Maddalena: daily sailing tour archipelago La Maddalena - Choosing your departure point in Palau or La Maddalena

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

La Maddalena: daily sailing tour archipelago La Maddalena

★ 4.9La Maddalena: daily sailing tour archipelago La MaddalenaFrom $16912 reviews

Krk : Sailing along the coasts of island Krk and Plavnik - Leaving Krk for a full coastal view

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

Krk : Sailing along the coasts of island Krk and Plavnik

★ 4.9Krk : Sailing along the coasts of island Krk and PlavnikFrom $3718 reviews

Hvar: Pakleni Islands Sailing Tour with Brunch - Sveti Klement and the 21-island chain

Croatia Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Croatia, Sailing Tours, Sailing Tours with Lunch and BBQ, Tour Reviews, Tours

Hvar: Pakleni Islands Sailing Tour with Brunch

★ 5.0Pakleni Islands Sailing Tour with BrunchFrom $10711 reviews

Hersonissos: Catamaran Sailing Trip to Dia Island with Lunch - Setting off from Hersonissos Port

Catamaran Sailing Trips, Catamaran Sailing Trips in Greece, Greece Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Lunch Experiences, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Hersonissos: Catamaran Sailing Trip to Dia Island with Lunch

★ 4.7Hersonissos: Catamaran Sailing Trip to Dia Island with LunchFrom $16447 reviews

Heraklion: Sunset Private Sailing Trip to Dia island - Why Dia Island makes the trip worthwhile

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

Heraklion: Sunset Private Sailing Trip to Dia island

★ 5.0Sunset Private Sailing Trip to Dia island4 reviews

Heraklion: Private sailing to Dia Island with Lunch - Getting from Heraklion to the Venetian port

Greece Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Lunch Experiences, Private Sailing Charters, Private Sailing Charters in Greece, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Heraklion: Private sailing to Dia Island with Lunch

★ 4.8Private sailing to Dia Island with Lunch16 reviews

Heraklion: Private Full-Day Sailing Trip to Dia Island - Meeting the crew at Heraklion Marina

Crete Sailing Tours, Full-Day, Greece Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Crete, Island Hopping Sailing Trips in Greece, Sailing Tours, Tour Reviews

Heraklion: Private Full-Day Sailing Trip to Dia Island

★ 4.9Private Full-Day Sailing Trip to Dia Island140 reviews

Heraklion: Dia Island Luxury Sailing Trip with Meal & Drinks - TREATON and JACKPOT: choosing your sailing setting

Greece Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, 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

Heraklion: Dia Island Luxury Sailing Trip with Meal & Drinks

★ 4.7Dia Island Luxury Sailing Trip with Meal & DrinksFrom $68107 reviews

Heraklion: Catamaran Sailing to Dia island - Four hours around Dia Island

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

Heraklion: Catamaran Sailing to Dia island

★ 4.5Catamaran Sailing to Dia islandFrom $1417 reviews

Dia Island: Semi-Private Full Day Sailing Trip with meal - Why Dia Island makes a good half-day escape

Full-Day, Greece Sailing Tours, Heraklion Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Greece, Tour Reviews

Dia Island: Semi-Private Full Day Sailing Trip with meal

★ 4.7Dia Island: Semi-Private Full Day Sailing Trip with mealFrom $10019 reviews

Half-Day Sailing Yacht Adventure in Sal Island - 3 hours - Starting from Santa Maria or Bikini Beach

3-Hour Experiences, Half-Day, Island Hopping Sailing Trips, Sailing Tours, Sailing Yacht Charters, Tour Reviews

Half-Day Sailing Yacht Adventure in Sal Island – 3 hours

★ 4.5Half-Day Sailing Yacht Adventure in Sal Island – 3 hoursFrom $6914 reviews

Goodland, FL: The 10,000 Islands Private Sailing Tour - A performance catamaran with room to spread out

Island Hopping Sailing Trips, Private Sailing Charters, Sailing Tours, Tour Reviews, Tours, USA Sailing Tours

Goodland, FL: The 10,000 Islands Private Sailing Tour

★ 4.8Goodland, FL: The 10,000 Islands Private Sailing Tour8 reviews

Funchal: Madeira Island Coastal Sunset on a Sailing Boat - The Cabo Girão swim stop

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

Funchal: Madeira Island Coastal Sunset on a Sailing Boat

★ 4.2Madeira Island Coastal Sunset on a Sailing BoatFrom $6011 reviews

Full-Day Stockholm Archipelago Sailing Tour - The first hour: leaving Stockholm behind

Full-Day, Island Hopping Sailing Trips, Sailing Tours, Tour Reviews, Tours

Full-Day Stockholm Archipelago Sailing Tour

★ 4.9Full-Day Stockholm Archipelago Sailing TourFrom $37290 reviews

FUERTEVENTURA: CORRALEJO PRIVATE SAILING TOUR AROUND ISLA DE LOBOS - Reaching Isla de Lobos by Sail

Fuerteventura Sailing Tours, Island Hopping Sailing Trips, Private Sailing Charters, Private Sailing Charters in Spain, Sailing Tours, Spain Sailing Tours, Tour Reviews, Tours

FUERTEVENTURA: CORRALEJO PRIVATE SAILING TOUR AROUND ISLA DE LOBOS

★ 5.0CORRALEJO PRIVATE SAILING TOUR AROUND ISLA DE LOBOS4 reviews

From Santa Teresa: La Maddalena Archipelago Sailboat Tour - Budelli, Santa Maria, and Razzoli

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

From Santa Teresa: La Maddalena Archipelago Sailboat Tour

★ 4.8From Santa Teresa: La Maddalena Archipelago Sailboat TourFrom $12021 reviews

Porto San Paolo: Tavolara Island Sailboat Cruise with Lunch - Tavolara and Molara by Sailboat

Island Hopping Sailing Trips, Island Hopping Sailing Trips in Italy, Italy Sailing Tours, Lunch Experiences, Sailing Tours, Sailing Tours with Lunch and BBQ, Sailing Tours with Lunch in Italy, Tour Reviews

Porto San Paolo: Tavolara Island Sailboat Cruise with Lunch

★ 4.8Porto San Paolo: Tavolara Island Sailboat Cruise with LunchFrom $12033 reviews

From Salvador: Schooner Tour to Frades Islands and Itaparica - What makes this schooner trip worth considering

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

From Salvador: Schooner Tour to Frades Islands and Itaparica

★ 3.9From Salvador: Schooner Tour to Frades Islands and ItaparicaFrom $3998 reviews

From Salvador: Schooner Tour to Frades Island - Seeing Salvador from Baía de Todos os Santos

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

From Salvador: Schooner Tour to Frades Island

★ 3.9From Salvador: Schooner Tour to Frades IslandFrom $393 reviews

Palau: Sailing tour La Maddalena Archipelago - Spargi: your first hour for swimming and snorkeling

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

Palau: Sailing tour La Maddalena Archipelago

★ 4.8Palau: Sailing tour La Maddalena ArchipelagoFrom $22610 reviews

From Palau: Sailboat tour in La Maddalena Archipelago - Why the route changes from day to day

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

From Palau: Sailboat tour in La Maddalena Archipelago

★ 5.0From Palau: Sailboat tour in La Maddalena ArchipelagoFrom $1203 reviews

From Heraklion: Dia Island Private Sailing Trip - The 75-minute sail to Dia Island

Greece Sailing Tours, Heraklion Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Private Sailing Charters, Private Sailing Charters in Greece, Sailing Tours, Tour Reviews

From Heraklion: Dia Island Private Sailing Trip

★ 5.0Dia Island Private Sailing Trip3 reviews

From Hvar: Pakleni Islands & Red Rocks Comfort Sailboat Tour - Leaving Hvar Port and finding your sea legs

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

From Hvar: Pakleni Islands & Red Rocks Comfort Sailboat Tour

★ 4.9Pakleni Islands & Red Rocks Comfort Sailboat TourFrom $17633 reviews

Heraklion: Dia Island Morning Sailing Trip with Snorkeling - The 75-minute sail toward Dia Island

Greece Sailing Tours, Heraklion Sailing Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Greece, Morning, Sailing and Snorkeling Trips, Sailing Tours, Tour Reviews

Heraklion: Dia Island Morning Sailing Trip with Snorkeling

★ 4.9Dia Island Morning Sailing Trip with SnorkelingFrom $82100 reviews

From Cannigione: Sailboat Tour in La Maddalena Archipelago - What the archipelago route can include

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

From Cannigione: Sailboat Tour in La Maddalena Archipelago

★ 4.2From Cannigione: Sailboat Tour in La Maddalena ArchipelagoFrom $17315 reviews

From Airlie Beach: Hook Island Cultural Tour, Sail & Snorkel - Why the adults-only setting matters

Airlie Beach Sailing Tours, Australia Sailing Tours, Historical Tours, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Australia, 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, Tours

From Airlie Beach: Hook Island Cultural Tour, Sail & Snorkel

★ 4.7Hook Island Cultural Tour, Sail & SnorkelFrom $18010 reviews

El Nido Islands: Shared Paraw Sunrise Sailing - Setting out under the stars at 4:30 AM

Island Hopping Sailing Trips, Morning, Sailing Tours, Tour Reviews

El Nido Islands: Shared Paraw Sunrise Sailing

★ 4.5El Nido Islands: Shared Paraw Sunrise SailingFrom $356 reviews

El Nido Islands: Shared Paraw Day Sailing with Lunch - Ipil Beach for Snorkeling and Crystal Kayaks

Island Hopping Sailing Trips, Lunch Experiences, Sailing Tours, Sailing Tours with Lunch and BBQ, Tour Reviews

El Nido Islands: Shared Paraw Day Sailing with Lunch

★ 4.4El Nido Islands: Shared Paraw Day Sailing with LunchFrom $554 reviews

El Nido Islands: Private Paraw Sunset Sailing - What happens from the 4:30 PM departure

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

El Nido Islands: Private Paraw Sunset Sailing

★ 4.8El Nido Islands: Private Paraw Sunset Sailing14 reviews

El Nido Islands: Shared Paraw Sunset Sailing - The 4:00 PM departure sets up the evening

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

El Nido Islands: Shared Paraw Sunset Sailing

★ 4.5El Nido Islands: Shared Paraw Sunset SailingFrom $3530 reviews

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Sailing and Snorkeling Trips214 Swimming and Beach Sailing Trips130 Whale and Dolphin Watching Sails90 Sailing Tours with Lunch and BBQ259

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