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9 days
from US $2170

Buena Vista Sailing Club

Cuba

Get ready to step back in time and party like it’s 1953. Hang in Havana, get serenaded in Santiago, play in pretty Camaguey, haggle your heart out and sprawl on the beach...

7 days
from US $1355

Here comes the boom

British Virgin Islands

Life sounds pretty good when your biggest problem is deciding which deserted island to sail to next, but this isn’t a strange far-off mirage. Just whip out your swimsuit...

4 days
from US $885
Sale price from US $531

Ship to Shore

Thailand

Sailing rules a la Geckos:
- Slip, Slop, Slap
- Drink heaps of water
- Pretend to be a pirate

4 days
from US $845
Sale price from US $507

My Thai

Thailand

Another day, another island. Sail from Koh Samui to Koh Tao via Ang Thong Marine Park, lotsa white sand beaches, some sweet snorkelling and, you know, general paradise stuff....

7 days
from US $1470

High Thai'd

Thailand

Sailing the tropical waters around Thailand obviously makes for a terrible holiday. White sand beaches, limestone half pipes, snorkeling, waterfalls, swimming, cocktails...

11 days
from US $900

Where the Ruins Meet the Sea

Turkey

Start with a kebab in Istanbul, leave for Gallipoli then zoom through Eceabat to Ayvalik for a visit to Troy and harbourside bevvies. On to Selcuk to explore Ephesus (where...

11 days
from US $745

Whirling Turkey

Turkey

Kick off your trip in Istanbul with some Grand Bazaar and Old Town times. Head to Gallipoli then on to Ayvalik for some delicious treats. Next up is ancient Selcuk and Greco-...

21 days
from US $2095

Sheesha & Shakshuka

Egypt, Israel, Jordan

Hang in Cairo before leaving solid land for a Nile Cruise. Spend some time in Luxor (donkey riding in the Valley of the Kings) and Dahab (swimming in Red Sea) before crossing...

9 days
from US $510

My Camel Humps

Egypt

Cairo is your kickoff point, check out the Pyramids and Sphinx while you’re in the area. Head on to Aswan for temples, bazaars and a felucca sailboat or camel ride, next...

8 days
from US $1460
Sale price from US $876

No Man Is An Island

Greece

 

Sailing is traditionally a pretty awesome thing to do. It’s relaxing, involves lots of lounging around and probably a fair bit of eating and drinking. Pirate jokes are also commonplace. The Cyclades is traditionally...