Gay vacations Gay Group Trip: Caribbean Explorer

Gay Group Trip: Caribbean Explorer

Trip Summary:
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USD ($)
From

8 days

From

$3480

At a glance

Join a gay sailing trip and spend eight days exploring the Caribbean. Our trip will begin in Sint Maarten and we’ll venture on to St. Barts, St Kitts, Anguilla and beyond. We’ll be sailing in style on a 156-foot sailboat. You’ll be joined by two trip leaders, and a crew of ten including chefs, the captain and twenty-four fellow travellers. Breakfasts, lunches, dinners, snacks and drinks are all included.

This is the best way to discover the charms of the Caribbean. You’ll spend a week island-hopping around some of the Caribbean’s most beautiful destinations, including islands, beaches, little towns and ports. There’ll be plenty of ways to keep yourself occupied on the ship in the warm February sun.

More Information


  • 12 Feb, 2022
  • 19 Feb, 2022
    • Accommodation as listed
    • International Flights
    • Travel insurance

In detail

Day 1: Sint Maarten

Our Caribbean sailing adventure begins in the Dutch outpost of Sint Maarten. We’ll gather together for a debrief on the adventures to come at 4pm. You can opt to spend a couple of extra days on the island before the trip formally begins.

Day 1: Sint Maarten

Day 2: Sailing

Today we’ll explore Simpson Bay and maybe even try some local rum. We’ll then hop on board the 156-foot vessel and begin our exploration of the Caribbean. This really is the best way to explore the Caribbean islands.

Day 2: Sailing

Days 3-7: St Barts, St Kitts & Nevis, Anguilla, Tintamarre

We’ll have seven days to explore many of the most beautiful ports, caves and beaches in the Caribbean. The exact itinerary may change in line with sea conditions, and this will be at the discretion of the captain. Either way, we’ll have the ship to ourselves for the week and we’ll be island-hopping around one of the most beautiful parts of the world.

Enjoy the sun, swim in the turquoise waters and unwind on deck. As well as swim shorts, you could bring a nice outfit or two if you’d like to have dinner on land. On the ship, we’ll have the large social deck and the indoor dining area on the upper deck. The lower deck is where you’ll find the cabins – each one has a porthole and private cabin.

Days 3-7: St Barts, St Kitts & Nevis, Anguilla, Tintamarre

Day 8: Departure

On the final day, we’ll sail back to Sint Maarten and say our goodbyes. You’ll be transferred to the airport for your return flight.

Day 8: Departure
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To get going, please submit an enquiry and one of our expert team will be in touch for an initial consultation in the next 24 hours to discuss your travel plans in detail.


All the prices on our website do not include flights. We can, of course, arrange them for you.


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