Begin your adventure at the base in Jolly Harbour, a peaceful Caribbean town with open-air bars along the waterfront. Enjoy some cocktails while watching the sunset, with breathtaking views of the sea. Don’t miss Greencastle Hill Park, one of Antigua’s highest points, known for its panoramic vistas and megaliths, a perfect spot for a relaxing walk and some stunning photos.

Sail to Five Islands Harbour, a picturesque corner where you can enjoy Pinching Bay, accessible only by sea. Relax on a pristine and peaceful beach—a rare treasure in Antigua. It’s perfect for snorkeling, exploring the clear waters and vibrant marine ecosystem. Bring your own provisions to enjoy lunch and dinner onboard, or, if you prefer, visit nearby Hawksbill Bay, where a small resort awaits.

Continue your route north to Deep Bay. This bay is famous for its excellent snorkeling, thanks to the 100-year-old shipwreck lying beneath its waters. Enjoy outstanding underwater visibility. If you’re feeling energetic, hike up to Fort Barrington, a fortress built in 1780, where you’ll be rewarded with breathtaking views of the bay and the Caribbean Sea.

Head south to English Harbour, home to the famous Nelson’s Dockyard, a former British military base that served as Admiral Horatio Nelson’s headquarters in the late 18th century. This dockyard is the world’s last working Georgian-era shipyard and has been recently restored. Don’t miss the hike up to Shirley Heights, a former military lookout offering panoramic views of the harbour. It’s the perfect spot for a barbecue and live steel drum music, especially on Sunday afternoons.

Set sail for Green Island, an uninhabited and restricted-access island owned by the exclusive Mill Reef Club. Explore its peaceful white-sand beaches and the crystal-clear waters surrounding it, perfect for snorkeling. You’ll spot a wide variety of tropical fish and possibly even turtles. This island is often considered one of the highlights of sailing trips. If you’re interested in geology, make a stop in Willikies to explore Devil’s Bridge, a striking rock formation.

Sail to Carlisle Bay, well known for its resort and beautiful anchorages. It’s an excellent spot for kayaking, as its calm waters allow you to explore the nearby mangroves. Onshore, you can enjoy a meal at one of the local restaurants and unwind while taking in the scenery. It’s the perfect place for a peaceful day filled with water-based activities.

On your last day, sail back to Jolly Harbour, where your adventure through Antigua’s waters will come to an end. Make the most of the day by relaxing on the beach, enjoying one last Caribbean lunch, and watching the sunset before you depart.