Skip to content

The Boating Traveler

USA
Italy
Spain
By Type
Best Boat Tours
More Destinations

The Boating Traveler

USA
Italy
Spain
By Type
Best Boat Tours
More Destinations

Boat trips · SAILING TRIPS

All Sailing Trips Worldwide

Page 2 of 2

Airlie Beach Boat Tours, Australia Boat Tours, Boat Tours, Island Hopping Tours, Sailing Trips, Sailing Trips in Australia, Tour Reviews

2-Night Whitsunday Islands Sailing Adventure on Trimaran Avatar

★ 4.52-Night Whitsunday Islands Sailing Adventure on Trimaran AvatarFrom $466771 reviews

2-Night Whitsundays Sailing Cruise incl. Whitehaven Beach & Great Barrier Reef - Whitehaven Beach and its fine silica sand

Airlie Beach Boat Tours, Australia Boat Tours, Boat Tours, Sailing Trips, Sailing Trips in Australia, Tour Reviews

2-Night Whitsundays Sailing Cruise incl. Whitehaven Beach & Great Barrier Reef

★ 5.02-Night Whitsundays Sailing Cruise incl. Whitehaven Beach & Great Barrier ReefFrom $466752 reviews

Tenerife: Sailboat Tour Whale Watching Food and Snorkeling - Watching pilot whales along Tenerife’s south coast

Food, Food & Drink, Sailing Trips, Sailing Trips in Spain, Sailing Trips in Tenerife, Snorkeling Boat Trips, Spain Boat Tours, Tenerife Boat Tours, Tour Reviews, Tours, Whale Watching Cruises, Whale Watching Cruises in Spain, Whale Watching Cruises in Tenerife

Tenerife: Sailboat Tour Whale Watching Food and Snorkeling

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

Santorini: Sailing Catamaran Cruise with BBQ and Drinks - From Thera to Vlychada Port

BBQ, Boat Tours, Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Santorini, Greece Boat Tours, Sailing Trips, Sailing Trips in Greece, Sailing Trips in Santorini, Santorini Boat Tours, Tour Reviews

Santorini: Sailing Catamaran Cruise with BBQ and Drinks

★ 4.7Sailing Catamaran Cruise with BBQ and DrinksFrom $1171,452 reviews

Marseille: Sunset Sailing Cruise with Dinner and Wine - Sailing out of Marseille harbor

Boat Tours, Dinner Cruises, Dinner Cruises in France, France Boat Tours, Sailing Trips, Sailing Trips in France, Sunset Cruises, Sunset Cruises in France, Tour Reviews, Wine Tours

Marseille: Sunset Sailing Cruise with Dinner and Wine

★ 4.7Sunset Sailing Cruise with Dinner and WineFrom $64453 reviews

Marseille: Frioul Calanques Sailing Trip - Meeting the white TEAM WINDS yacht at Mucem

Boat Tours, France Boat Tours, Sailing Trips, Sailing Trips in France, Tour Reviews

Marseille: Frioul Calanques Sailing Trip

★ 4.8Frioul Calanques Sailing TripFrom $113433 reviews

Lisbon: Champagne Sailing Tours - Under the 25 de Abril Bridge

Boat Tours, Lisbon Boat Tours, Portugal Boat Tours, Sailing Trips, Sailing Trips in Lisbon, Sailing Trips in Portugal, Tour Reviews, Tours, Wine Tours

Lisbon: Champagne Sailing Tours

★ 4.9Champagne Sailing ToursFrom $581,366 reviews

Lake Taupo: Classical Sailing to the Māori Rock Carvings - Why the Ngātoroirangi carving matters

Boat Tours, New Zealand Boat Tours, Sailing Trips, Sailing Trips in New Zealand, Tour Reviews

Lake Taupo: Classical Sailing to the Māori Rock Carvings

★ 4.8Lake Taupo: Classical Sailing to the Māori Rock CarvingsFrom $351,275 reviews

La Rochelle: 2-Hour Sunset Sailing Cruise - Sailing past Richelieu Tower and Les Minimes

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

La Rochelle: 2-Hour Sunset Sailing Cruise

★ 4.8La Rochelle: 2-Hour Sunset Sailing CruiseFrom $40652 reviews

From La Rochelle: Sailing Cruise to Fort Boyard - Crossing the bay under sail

Boat Tours, France Boat Tours, Sailing Trips, Sailing Trips in France, Tour Reviews

From La Rochelle: Sailing Cruise to Fort Boyard

★ 4.8From La Rochelle: Sailing Cruise to Fort BoyardFrom $53623 reviews

Airlie Beach: Whitsundays Full-Day Camira Sailing Adventure - Starting early at Port of Airlie

Australia Boat Tours, Boat Tours, Full-Day, Sailing Trips, Sailing Trips in Australia, Tour Reviews

Airlie Beach: Whitsundays Full-Day Camira Sailing Adventure

★ 4.7Whitsundays Full-Day Camira Sailing AdventureFrom $1831,307 reviews

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Morning views from Adamas to Sarakiniko

Full-Day, Greece Boat Tours, Lunch Experiences, Sailing Trips, Sailing Trips in Greece, Tour Reviews, Tours

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

★ 4.9Adamas: Milos & Polyaigos Full-Day Sailboat Tour with LunchFrom $1471,646 reviews

Private Day Sailing Boat Charter - Crystal Lagoon, one hour in Comino’s clear water

Boat Tours, Malta Boat Tours, Private Boat Charters, Private Boat Charters in Malta, Sailing Trips, Tour Reviews

Private Day Sailing Boat Charter

★ 5.0Private Day Sailing Boat Charter662 reviews

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - Checking in at 255 Front Street

Boat Tours, Key West Boat Tours, Sailing Trips, Sailing Trips in the USA, Sunset Cruises, Sunset Cruises in the USA, Tour Reviews, USA Boat Tours, Wine Tours

Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

★ 5.0Key West Small-Group Sunset Sail with Wine and Hors d’oeuvresFrom $1251,366 reviews

Key West Afternoon Snorkel Sail with Unlimited Cocktails! - Getting fitted with snorkeling gear

Boat Tours, Key West Boat Tours, Sailing Trips, Sailing Trips in the USA, Snorkeling Boat Trips, Tour Reviews, USA Boat Tours

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

★ 4.5Key West Afternoon Snorkel Sail with Unlimited Cocktails!From $591,572 reviews

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger - The Black Dagger cruise: a 90-minute story with a job for every child

Boat Tours, Hilton Head Island Boat Tours, Sailing Trips, Sailing Trips in the USA, Tour Reviews, USA Boat Tours

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

★ 5.0Hilton Head Pirate Ship Adventure Sail aboard the Black DaggerFrom $47668 reviews

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head - Raising the sails and taking the wheel

Boat Tours, Hilton Head Island Boat Tours, Luxury Yacht Charters, Sailing Trips, Sailing Trips in the USA, Tour Reviews, USA Boat Tours

America’s Cup 12-Meter Yacht Afternoon Sail from Hilton Head

★ 4.5America’s Cup 12-Meter Yacht Afternoon Sail from Hilton HeadFrom $55504 reviews

Auckland Harbour Sailboat Cruise Including Three Course Dinner - Auckland Harbour Bridge and the city skyline

Boat Tours, Dinner Cruises, Harbour and Bay Cruises, Harbour and Bay Cruises in New Zealand, New Zealand Boat Tours, Sailing Trips, Sailing Trips in New Zealand, Tour Reviews

Auckland Harbour Sailboat Cruise Including Three Course Dinner

★ 4.5Auckland Harbour Sailboat Cruise Including Three Course DinnerFrom $105476 reviews

America’s Cup 2-Hour Sailing Experience Waitemata Harbour - A short safety briefing, then real participation

2-Hour Experiences, Boat Tours, Harbour and Bay Cruises, Harbour and Bay Cruises in New Zealand, New Zealand Boat Tours, Sailing Trips, Sailing Trips in New Zealand, Tour Reviews

America’s Cup 2-Hour Sailing Experience Waitemata Harbour

★ 4.8America’s Cup 2-Hour Sailing Experience Waitemata HarbourFrom $125370 reviews

Sydney Harbour Tall Ship Twilight Dinner Cruise - Dinner on the harbour, with a few practical trade-offs

Australia Boat Tours, Boat Tours, Dinner Cruises, Dinner Cruises in Australia, Dinner Cruises in Sydney, Harbour and Bay Cruises, Harbour and Bay Cruises in Australia, Harbour and Bay Cruises in Sydney, Sailing Trips, Sailing Trips in Australia, Sydney Boat Tours, Tour Reviews

Sydney Harbour Tall Ship Twilight Dinner Cruise

★ 4.5Sydney Harbour Tall Ship Twilight Dinner CruiseFrom $63451 reviews

Fuerteventura: Sailing with Snorkeling and Dolphin Watching - Two hours of open-water sailing

Boat Tours, Dolphin Watching Boat Trips, Dolphin Watching Boat Trips in Spain, Fuerteventura Boat Tours, Sailing Trips, Sailing Trips in Spain, Snorkeling Boat Trips, Spain Boat Tours, Tour Reviews

Fuerteventura: Sailing with Snorkeling and Dolphin Watching

★ 4.7Sailing with Snorkeling and Dolphin WatchingFrom $1041,083 reviews

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Turtle Canyon and the search for marine life

Boat Tours, Catamaran Cruises, Catamaran Cruises in Oahu, Oahu Boat Tours, Sailing Trips, Sailing Trips in Oahu, Sailing Trips in the USA, Snorkeling Boat Trips, Snorkeling Boat Trips in Oahu, Tour Reviews, USA Boat Tours

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

★ 5.0Waikiki Turtle Snorkel and Sail on Hawea CatamaranFrom $891,655 reviews

Waikiki Signature Sunset Catamaran Sail - Snacks, cocktails, and what is actually included

Boat Tours, Catamaran Cruises, Catamaran Cruises in Oahu, Oahu Boat Tours, Sailing Trips, Sailing Trips in Oahu, Sailing Trips in the USA, Sunset Cruises, Sunset Cruises in Oahu, Sunset Cruises in the USA, Tour Reviews, USA Boat Tours

Waikiki Signature Sunset Catamaran Sail

★ 4.5Waikiki Signature Sunset Catamaran SailFrom $89890 reviews

Barcelona Sailing: Light Snacks & Open Bar with Private Option - The first views: Columbus Monument and the old waterfront

Barcelona Boat Tours, Boat Tours, Cruises with Open Bar, Cruises with Open Bar in Barcelona, Sailing Trips, Sailing Trips in Barcelona, Sailing Trips in Spain, Spain Boat Tours, Tour Reviews

Barcelona Sailing: Light Snacks & Open Bar with Private Option

★ 5.0Barcelona Sailing: Light Snacks & Open Bar with Private OptionFrom $53874 reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Meeting the Crew at Heraklion Port

Boat Tours, Crete Boat Tours, Greece Boat Tours, Lunch Experiences, Sailing Trips, Sailing Trips in Greece, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

★ 4.8Heraklion: Sailboat Cruise to Dia Island with Drinks & LunchFrom $351,405 reviews

Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar - Leaving the marina and finding your sea legs

Barcelona Boat Tours, Boat Tours, Cruises with Open Bar, Cruises with Open Bar in Barcelona, Sailing Trips, Sailing Trips in Barcelona, Sailing Trips in Spain, Spain Boat Tours, Sunset Cruises, Sunset Cruises in Barcelona, Sunset Cruises in Spain, Tour Reviews, Tours

Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar

★ 4.7Unique Sunset Sailing Tour with Tapas & Open BarFrom $66959 reviews

Afternoon Sail & Snorkel to the Captain Cook Monument - Leaving Keauhou Bay at 1:45 p.m.

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

Afternoon Sail & Snorkel to the Captain Cook Monument

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

Aruba Sunset Sail with Appetizers and Open Bar - Cruising past Palm Beach as the light fades

Aruba Boat Tours, Boat Tours, Cruises with Open Bar, Sailing Trips, Sunset Cruises, Tour Reviews

Aruba Sunset Sail with Appetizers and Open Bar

★ 4.5Aruba Sunset Sail with Appetizers and Open BarFrom $922,024 reviews

Premium Morning Snorkel Sail with Champagne Brunch - Stop One: Easy Water and Plenty of Fish

Aruba Boat Tours, Boat Tours, Sailing Trips, Snorkeling Boat Trips, Tour Reviews, Wine Tours

Premium Morning Snorkel Sail with Champagne Brunch

★ 4.5Premium Morning Snorkel Sail with Champagne BrunchFrom $852,036 reviews

Keep browsing

Catamaran Cruises Island Hopping Tours Speedboat Tours Luxury Yacht Charters Private Boat Charters

← Previous 1 2

Scroll to Top

Pick a kind of boat day

River hour, cave run, whale ground or a deck with lunch on it.

City water

Sightseeing Cruises River Cruises Canal Cruises Harbour Cruises Every Boat Tour

Evenings

Sunset Sailings Dinner Cruises Open-Bar Cruises Live Music Cruises Trips with Lunch

Open sea

Catamaran Cruises Sailing Trips Island Hopping Speedboat Tours Yacht Charters

In the water

Swim Stops Snorkelling Trips Sea Caves Whale Watching Dolphin Trips

The Boating Traveler

Diesel at the stern, a cave mouth ahead, and a ladder over the side for when the engine finally stops.

Europe by boat

France Spain Portugal Italy Greece Croatia Netherlands Norway

The Americas

USA Canada Mexico

Asia & Pacific

Thailand Vietnam Australia New Zealand

Harbour cities

Paris Amsterdam Budapest Porto Split

Kinds of day

River Cruises Sunset Sailings Catamarans Sea Caves Whale Watching Airboats

Home USA Italy Spain Best Boat Tours

© 2026 The Boating TravelerCanals to open water