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The Best Sailing Vacations for Exploring Ancient Historical Sites

From the ancient temples of French Polynesia to Greek cliffside monasteries, drift back in time on these history-packed sailing holidays with Culture Trip.
Mark Nayler
18 Mar 2022
History buffs will find plenty to absorb their attention on these sailing trips. Along the way, you’ll have the chance to intersperse historical sightseeing with bucket-list activities such as swimming with sharks, hiking up volcanoes and sunbathing on treasure island beaches. Here’s our rundown of the best sailing holidays that combine antiquity and adventure, all bookable through TRIPS by Culture Trip.
1 . Discover ancient Turkey on this sailing expedition around the south coast
Soak up the history of Turkey on this trip around its southern coast in a gulet (traditional sailing boat). Starting in Fethiye, it encompasses an array of Greek, Roman and Byzantine sites. Enjoy sunset drinks in the sea-facing amphitheatre at Kas; snorkel around the submerged ruins of Lycian settlement Kekova; and visit the remains of Myra, where ancient mausoleums are carved into the cliffs beneath a well-preserved Roman arena. You’ll also wander around the crumbling houses of Kayakoy, a village abandoned in the early 1920s.
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4 . Visit the world’s oldest colonial church in the volcanic Cape Verde islands
Head to Santiago on this voyage around Cape Verde, a 10-strong archipelago off the western tip of continental Africa. Here, visit Unesco World Heritage site Cidade Velha, the most historic town in the country. Founded in 1462, it was once a hub of the slave trade. Today, it’s home to the oldest colonial church in the world. Spot more European-style architecture in Sao Filipe, capital of the aptly named Fire Island, where you’ll also have the option of hiking to the top of the Pico de Fogo volcano.
From$2,480
Next available from19 Nov 2022
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