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

WORLDWIDE

All Tall Ship and Schooner Sailings Worldwide

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Bay of Islands Tall Ship Sundowner Sailing - Getting from Paihia to Russell

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, Sailing Tours, Sunset Sailing Cruises, Tall Ship and Schooner Sailing, Tour Reviews

Bay of Islands Tall Ship Sundowner Sailing

★ 5.0Bay of Islands Tall Ship Sundowner SailingFrom $61100 reviews

Sydney Harbour: Tall Ship Lunch Cruise - Setting sail beneath the Harbour Bridge

Australia Sailing Tours, Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in Australia, Lunch Experiences, Sailing Tours, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews

Sydney Harbour: Tall Ship Lunch Cruise

★ 4.8Sydney Harbour: Tall Ship Lunch CruiseFrom $7769 reviews

Sydney Harbor Tall Ship Convicts, Castles & Champagne Tour - Boarding at Campbell’s Cove in The Rocks

Australia Sailing Tours, Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in Australia, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Australia, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews, Tours, Wine Tours

Sydney Harbor Tall Ship Convicts, Castles & Champagne Tour

★ 5.0Sydney Harbor Tall Ship Convicts, Castles & Champagne TourFrom $842 reviews

Sydney Harbor Tall Ship Wine & Canapés Evening Cruise - Boarding an 1850s-style sailing ship

Australia Sailing Tours, Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in Australia, Dinner and Evening Sailing Cruises, Sailing Tours, Sydney Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews, Wine Tours

Sydney Harbor Tall Ship Wine & Canapés Evening Cruise

★ 5.0Sydney Harbor Tall Ship Wine & Canapés Evening CruiseFrom $1053 reviews

Stock Island Wind & Wine Sunset Sail aboard classic Schooner - Watching the schooner come alive

Island Hopping Sailing Trips, 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, Wine Tours

Stock Island Wind & Wine Sunset Sail aboard classic Schooner

★ 5.0Stock Island Wind & Wine Sunset Sail aboard classic SchoonerFrom $1332 reviews

Singapore: Sunset Tall Ship Cruise with 4-Course Meal - The first stretch: Singapore from the sea

Sailing Tours, Sunset Sailing Cruises, Tall Ship and Schooner Sailing, Tour Reviews

Singapore: Sunset Tall Ship Cruise with 4-Course Meal

★ 4.5Singapore: Sunset Tall Ship Cruise with 4-Course MealFrom $20910 reviews

Seattle: Tall Ship Harbor Cruise - A traditional schooner, not a speedboat

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, Sailing Tours, Seattle Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Seattle: Tall Ship Harbor Cruise

★ 4.7Tall Ship Harbor CruiseFrom $7386 reviews

Salvador: Schooner Cruise with Pickup and Itaparica Stop - Hotel pickup makes an early start simpler

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

Salvador: Schooner Cruise with Pickup and Itaparica Stop

★ 3.8Salvador: Schooner Cruise with Pickup and Itaparica StopFrom $465 reviews

Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise - Checking in at Fisherman’s Wharf

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, 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

Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

★ 4.7Boothbay Harbor: Schooner Apple Jack Sunset Sailing CruiseFrom $5945 reviews

Paraty: Schooner Boat Tour with Beaches and Snorkeling - Lula da Praia and the first swim

Brazil Sailing Tours, Sailing and Snorkeling Trips, Sailing Tours, Swimming and Beach Sailing Trips, Tall Ship and Schooner Sailing, Tour Reviews, Tours

Paraty: Schooner Boat Tour with Beaches and Snorkeling

★ 3.8Paraty: Schooner Boat Tour with Beaches and SnorkelingFrom $3412 reviews

San Diego: Californian Tall Ship Sailing and Maritime Museum - Four hours of sailing, work, and sea stories

Museums, Sailing Tours, San Diego Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

San Diego: Californian Tall Ship Sailing and Maritime Museum

★ 5.0Californian Tall Ship Sailing and Maritime MuseumFrom $1193 reviews

San Diego: Classic Yacht Sailing Experience - What the 150-minute sailing feels like

Sailing Tours, Sailing Yacht Charters, San Diego Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

San Diego: Classic Yacht Sailing Experience

★ 5.0Classic Yacht Sailing ExperienceFrom $10947 reviews

Salem: Historic Schooner Sailing Cruise - Meeting a working historic schooner

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

Salem: Historic Schooner Sailing Cruise

★ 4.9Salem: Historic Schooner Sailing CruiseFrom $3984 reviews

Portland: Schooner Tall Ship Cruise on Casco Bay - Hoisting sails and learning the ship

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Portland: Schooner Tall Ship Cruise on Casco Bay

★ 4.6Portland: Schooner Tall Ship Cruise on Casco BayFrom $111104 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

Newport: Sunset Sail on Schooner Madeleine - The Schooner Madeleine: Classic Looks, Modern Comfort

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

Newport: Schooner Sailing Tour - What the 90-minute route shows you

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

Newport Sunset Sail on Schooner Adirondack - Watching the crew raise sail

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: Day Sailing and Sightseeing Boat Tour on a Schooner - Boarding at Bannister’s Wharf

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 Lights Schooner Sail - Battery Park and the southern tip of Manhattan

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

Key West Wind and Wine Sunset Sail aboard classic Schooner - Watching the schooner come alive

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, Wine Tours

Key West Wind and Wine Sunset Sail aboard classic Schooner

★ 5.0Key West Wind and Wine Sunset Sail aboard classic SchoonerFrom $13316 reviews

Key West: Schooner Full Moon Night Sail with Drinks - Setting out under the full moon

Key West Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Key West, 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 Full Moon Night Sail with Drinks

★ 5.0Schooner Full Moon Night Sail with DrinksFrom $832 reviews

Key West's Schooner Appledore Star Champagne Sunset Sail - A real sailing boat, not just a sunset platform

Key West Sailing Tours, Sailing Tours, Sailing Tours with an Open Bar, Sailing Tours with an Open Bar in Key West, 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, Wine Tours

Key West’s Schooner Appledore Star Champagne Sunset Sail

★ 5.0Key West’s Schooner Appledore Star Champagne Sunset SailFrom $1093 reviews

Halifax: Tall Ship Harbor Sailing Cruise with Live Music - The first five minutes: a simple safety briefing

Bay, Harbour and Coastal Sailing, Canada Sailing Tours, Concerts, Halifax Sailing Tours, Party and Music Sailing Cruises, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews

Halifax: Tall Ship Harbor Sailing Cruise with Live Music

★ 4.5Tall Ship Harbor Sailing Cruise with Live MusicFrom $4275 reviews

Half-Day Schooner Cruise and Snorkeling in Paraty Bay - Leaving from the Paraty Tourism Pier

Bay, Harbour and Coastal Sailing, Brazil Sailing Tours, Half-Day, Sailing and Snorkeling Trips, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews

Half-Day Schooner Cruise and Snorkeling in Paraty Bay

★ 3.2Half-Day Schooner Cruise and Snorkeling in Paraty BayFrom $365 reviews

Glasgow: Entry Ticket to the Tall Ship Glenlee - Walking the restored decks and imagining life at sea

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

Glasgow: Entry Ticket to the Tall Ship Glenlee

★ 4.5Glasgow: Entry Ticket to the Tall Ship GlenleeFrom $63 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

From Port Grimaud: Half-Day Classic Yacht Sailing Experience - Meeting the boat at Port Grimaud

France Sailing Tours, Half-Day, Sailing Tours, Sailing Yacht Charters, Tall Ship and Schooner Sailing, Tour Reviews

From Port Grimaud: Half-Day Classic Yacht Sailing Experience

★ 5.0From Port Grimaud: Half-Day Classic Yacht Sailing Experience2 reviews

Classic Yacht Sailing in Cannes - Meeting the Boat at Quai Saint-Pierre

Cannes Sailing Tours, France Sailing Tours, Sailing Tours, Sailing Yacht Charters, Tall Ship and Schooner Sailing, Tour Reviews

Classic Yacht Sailing in Cannes

★ 5.0Classic Yacht Sailing in Cannes2 reviews

New York City Lights Schooner Cruise - What the wooden schooner adds to the ride

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 Cruise

★ 4.8New York City Lights Schooner CruiseFrom $6731 reviews

Key West: Schooner Day Sail with Onboard Bar - Stepping aboard the America 2.0

Key West Sailing Tours, Sailing Tours, 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 Day Sail with Onboard Bar

★ 4.8Schooner Day Sail with Onboard BarFrom $7313 reviews

Camden: Sunset Sailing Cruise on a Wooden Schooner - Getting to know the Appledore II

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

Camden: Sunset Sailing Cruise on a Wooden Schooner

★ 4.8Camden: Sunset Sailing Cruise on a Wooden SchoonerFrom $64113 reviews

Camden: Schooner Surprise Sunset Sail - Key points at a glance

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

Camden: Schooner Surprise Sunset Sail

★ 4.5Camden: Schooner Surprise Sunset SailFrom $782 reviews

Camden, Maine: Day Sails aboard Schooner Surprise - Why the 1918 Schooner Surprise matters

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

Camden, Maine: Day Sails aboard Schooner Surprise

★ 5.0Camden, Maine: Day Sails aboard Schooner SurpriseFrom $7311 reviews

Búzios 2.5-Hour Schooner Boat Experience - Starting at Armação and Bardot Shore

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

Búzios 2.5-Hour Schooner Boat Experience

★ 3.7Búzios 2.5-Hour Schooner Boat ExperienceFrom $2056 reviews

Boston: Sunset Tall Ship Harbor Cruise - Boston Harbor at sunset

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, 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

Boston: Sunset Tall Ship Harbor Cruise

★ 4.8Boston: Sunset Tall Ship Harbor CruiseFrom $68115 reviews

Boothbay Harbor: Schooner Apple Jack Daytime Sailing Cruise - Finding the dock and getting ready

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Boothbay Harbor: Schooner Apple Jack Daytime Sailing Cruise

★ 4.9Boothbay Harbor: Schooner Apple Jack Daytime Sailing CruiseFrom $5443 reviews

Boothbay Harbor: Scenic Schooner Cruise - The first stretch uses the engine

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in the USA, Sailing Tours, Tall Ship and Schooner Sailing, Tall Ship Sailing in the USA, Tour Reviews, USA Sailing Tours

Boothbay Harbor: Scenic Schooner Cruise

★ 4.8Boothbay Harbor: Scenic Schooner CruiseFrom $5464 reviews

Armação dos Búzios: 3-Stop Schooner Boat Ride - Boarding in Centro and getting ready

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

Armação dos Búzios: 3-Stop Schooner Boat Ride

★ 3.8Armação dos Búzios: 3-Stop Schooner Boat RideFrom $1925 reviews

Newport Sunset Sail on Schooner Adirondack - Watching the crew raise sail

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

★ 5.0Newport Sunset Sail on Schooner AdirondackFrom $7480 reviews

Bay of Islands: Full-Day Tall Ship Sailing Excursion - Hoisting sails and taking the helm

Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in New Zealand, Full-Day, Island Hopping Sailing Trips, Island Hopping Sailing Trips in New Zealand, New Zealand Sailing Tours, Paihia Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews, Tours

Bay of Islands: Full-Day Tall Ship Sailing Excursion

★ 4.9Bay of Islands: Full-Day Tall Ship Sailing ExcursionFrom $107147 reviews

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