FALL SALE: Save up to $1,058 on our trips! Limited spots. Book Now.

Whether you want winter sun or a chilled getaway, these adventurous trips know how to gauge the temperature.

There are two kinds of people in the world: those who love the cold and those who hate it. Good news: we have exclusive trips with winter departures no matter which group you’re in. Embrace the sharp edge of the season with wild expeditions around Iceland’s ice-packed hinterland, or run away for some winter sun in Mexico or Sri Lanka, where the only ice you’ll see is in your cocktail. Whichever you choose, these small-group adventures won’t keep you frozen in place for the winter.

Fall Sale
A wooden boat on a lake between tall rock formations in Khao Sok National Park

Sublime Southern Thailand

Island-hop around Southern Thailand on our 11-day exclusive trip. No need for heavy jackets or winter boots here – it’s perfect weather for hitting the beaches around Phuket and Koh Yao Yai. Highlights of the itinerary include staying in a raft house on Khao Sok Lake, kayaking through mangrove forests, and a five-hour boat cruise that involves snorkel stops and a sunset barbecue.

From US$2778.65 Next available from 3rd Apr 2025 Secure your spot with a low deposit
Trip highlights and details
STARTS AT Naples, Italy
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ENDS AT Lecce, Italy
DURATION 10
GROUP SIZE 14
PHYSICAL RATING
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STYLE
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Additional reporting was contributed by Richard Collett, Gethin Morgan and Maja Proescholdt.

Culture Trip Fall Sale

Save up to $1,058 on our unique small-group trips! Limited spots.

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