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. You can relax on the beach, take a short hike up to historic Fort Barrington, or snorkel and dive 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 set sail again along the northern shores and stop at Long Island – the home of the exclusive Jumby Bay Resort. We will spend the night at anchor in this idyllic bay, and will have dinner onboard. 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 2

After breakfast we set off for Shell Beach on Maiden Island, where your Captain will show you the spectacular Shell Wall. We then move to Red Head Reef, where lunch will be served onboard. After lunch, you can snorkel, swim, dive or just do some plain old-fashioned relaxing! In the afternoon we move position over to tranquil Rabbit Island, a 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. 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 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 beautiful Nonsuch Bay - where we’ll anchor for the night and go ashore for dinner at this celebrated resort.

Cruising Day 4

Before breakfast we’ll motor quickly for about 20 minutes on calm water to Green Island main anchorage, where we’ll enjoy a swim, snorkel and a leisurely breakfast.  Mid-morning, we’ll move to Hidden Paradise on the other side of Green Island, where we’ll pause to have lunch before sailing 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.

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. Later in the afternoon we will sail to Carlisle Bay, where the only way NOT to see a turtle (on its way back from Cades Reef) is to keep one’s eyes shut! Following Captain’s Cocktails, another delicious dinner will be served onboard tonight.

Cruising Day 6

After breakfast we’ll take a leisurely morning sail to Hermitage Bay, in the Five Islands area, 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 my first time aboard a TradeWinds trip - and it was amazing. Our crew was wonderful - kind, funny and attentive - with fabulous food and taking us to see beautiful scenery.


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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