Sail in

Join us and unwind as we set sail for the stunning heart of the Caribbean, the alluring island of Antigua. For those looking for a taste of the Caribbean, this charming island is the perfect destination for a low key, relaxed vacation. "Liming in Da Caribbean" is very much the motto of the day, every day.

With over 54 miles of expansive coastline, there is something for everyone, whether at sea or on shore. Antigua offers diving enthusiasts the perfect underwater haven to explore its coral reefs and marine life, including the endangered Hawksbill sea turtle. Whilst the seductive, white sandy beaches are perfect for a romantic stroll at dusk.

Just four hours from New York and approximately nine hours from Los Angeles, the magic of Antigua is just a short flight away. This is one TradeWinds experience, you won't want to miss out. Book your perfect escape on one of our luxury Antigua yacht charters.


Here is sample itinerary of what you may expect while enjoying a sailing vacation with TradeWinds in Antigua. Weather or other outside factors may mean that your Captain sets an alternative course.

Arrival Day

Your catamaran is located at Jolly Harbour Marina, on the west coast of the island. Upon arrival you will be greeted by our Base Managers, who will take you through the check-in procedure. At 5pm you will be introduced to your fellow sailors. A refreshing welcome cocktail awaits you onboard before you are shown to your cabin and helped to settle into your new home for the week. Just before dusk, your yacht will move out of the harbor to her overnight anchorage - where you can watch the sunset and enjoy a delicious dinner aboard.

Cruising Day 1

Following breakfast and a short briefing on all safety aspects, we set sail for Deep Bay. If you wish to participate in the handling of the yacht and sails then you can do so, but, if you prefer, just lie back and relax. It’s all up to you. In Deep Bay you will have the opportunity to  snorkel on the 1905 wreck of the “Andes”- an old wood and iron carrier that caught fire after anchoring en route from Trinidad to Peru. A sumptuous lunch is served onboard before we will move the boat closer to the beach where you can relax on the boat, take a stroll on a beautiful beach or explore with the kayak or SUP. Late afternoon we will take a short hike up to historic Fort Barrington with views of Antigua, Redonda, Montserrat and St Kitts & Nevis. We will spend the night at anchor in this idyllic bay, and will have dinner onboard. 

Cruising Day 2

After breakfast we set sail along the northern shores of Antigua and stop at Long Island – the home of the exclusive Jumby Bay Resort. where lunch will be served onboard. After lunch, you can snorkel, swim, kayak or just do some plain old-fashioned relaxing! We will spend the rest of the afternoon in this secluded spot surrounded by beautiful turquoise waters. Later, after we've enjoyed sipping our sundowners, the barbecue is lit and we will serve another wonderful dinner at this stunning location. You can take a romantic starlit stroll along the shore after dinner, before falling asleep back in your cabin under another beautiful Caribbean moon.

Cruising Day 3

In the morning we move position over to Great Bird Island, a tiny wildlife sanctuary. Put on your sturdy shoes for a short hike to the top of this uninhabited island that offers splendid views overlooking the Atlantic Ocean. After lunch we’ll visit Hells Gate Island, which can only be reached by dinghy, and then It's time to gently make our passage through the narrow reefs leading out to the Atlantic Ocean and eastern side of Antigua to the beautiful Green Island - where we’ll anchor for the night. Cocktails will be had on the beach with lovely bone fire and marshmallows. Here, the light pollution from the islands is virtually non- existent. Your captain may invite all guests up on deck for a night cap and a late evening of some amazing stargazing.

Cruising Day 4

After breakfast we will set sail to Indian Creek and pending on the sea conditions will decide between diving in the deep canyons of Sunken Rock or the statues garden of Indian Gardens. After lunch is served, we will sail to Pigeon Beach in Falmouth Harbour. This is a lovely beach in a great anchorage, and those are hard to find on the south side of the island. There’s usually lots to see around Falmouth Harbour, as this is where all the mega-yachts can be found and it’s also the departure point for the world-famous Antigua regattas. We will dine ashore tonight.

Cruising Day 5

In the morning, it’s a lovely sail to English Harbour. We will dive and snorkel at the Pillars of Hercules, and after lunch we will have an opportunity to tour Nelson's Dockyard, where much of the naval history of the British fleet will be revealed. You can hike to either Fort Berkeley or Shirley Heights lookout where we all meet for sunset cocktails to the sound of steel drums before heading back to the boat to our last lavish dinner over  the water.

Cruising Day 6

After breakfast we will dive and snorkel in the open water aquarium of Lobster Point before we take a leisurely morning sail to the long stretch of sandy beaches all along the west shore of Antigua for a last dip and another wonderful lunch, before returning to our base at Jolly Harbour Marina. As it’s the last evening of the cruise, guests will dine ashore at one of the many restaurants in or around the Jolly Harbour area.

Departure Day

After a last tasty breakfast onboard, it is time to gather your belongings, as well as your wonderful memories of a week in this most beautiful environment. Before exchanging fond farewells, your crew will arrange transport to the airport. You will already be planning your next cruise with TradeWinds.

This was a great trip and although we have been to Antigua three times, it still is as exciting to see as the first time!


Classes of yachts

The following classes of yachts are available for this destination.
Click one of the following to find out more.

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