Antigua Sailing Itineraries | A Sample Trip

Embark on an unforgettable sailing adventure through the idyllic waters of Antigua and Barbuda with this sample itinerary. Your captain will work closely with you to customize the journey according to your preferences and adapt to weather conditions. Antigua sailing itineraries offer you a glimpse of what a yacht charter vacation entails.

Day 1: English Harbour

Begin your vacation as you board your yacht in English Harbour. While in English Harbour, tour the old harbor and Shirley’s Heights. At nearly 500 ft above sea level, you’ll have great views of the island and surrounding waters. What’s more, you’ll be able to see and learn about the old military fortifications of the area.

Overnight at the marina.

Day 2: Sail to Barbuda

Depart early for Barbuda, a 37-mile journey that leads to the breathtaking Coco Point anchorage.
Arrive while the sun is high to appreciate the stunning reefs, pristine beaches, and excellent snorkeling opportunities.
Savor fresh seafood, a delightful treat from the bountiful waters.

Day 3: Explore Barbuda | Antigua Sailing Itineraries

Move to the west coast of Barbuda, where you can visit the Frigate bird colony. Consider a beachside barbecue and a leisurely stroll along the windswept eastern coast. For divers, delve into underwater exploration on the windward reef. You might even discover some intriguing wrecks.

Day 4: Cruise Down Antigua’s West Coast

Sail down the west coast of Antigua to reach Five Island Harbor, covering a distance of 32 miles.

Five Islands Harbor is a picturesque area known for its natural beauty.

Here are some of the best places to see and things to do in Five Islands Harbor, Antigua:

Five Islands Peninsula: The centerpiece of the area is the Five Islands Peninsula, which consists of five small islands connected by sandbars during low tide. Take a walk along the shoreline, explore the beaches, and enjoy the scenic views of the Caribbean Sea. The peninsula is a great spot for picnics and sunsets.
Deep Bay Beach: Located on the northern edge of the Five Islands Peninsula, Deep Bay Beach is a stunning stretch of white sand with clear, calm waters. It’s an excellent spot for swimming, snorkeling, and sunbathing. The highlight here is the sunken shipwreck of the Andes, which snorkelers can explore.
Hermitage Bay: To the south of Five Islands Harbor, you’ll find the secluded Hermitage Bay. This idyllic beach offers a tranquil escape from the crowds, making it perfect for a day of relaxation or a romantic picnic.
Cocobay Resort: While technically a private resort, Cocobay offers day passes for visitors who want to enjoy its facilities, including restaurants and bars with spectacular views of the harbor.
Five Islands Village: This charming village is home to friendly locals and small shops. You can explore the village, interact with the residents, and get a taste of the authentic Antiguan way of life.
Hiking and Exploring: The rugged terrain around Five Islands Harbor is perfect for hiking and exploration. You can venture into the hills and enjoy panoramic views of the harbor and the surrounding countryside.

Nearby, Jolly Harbor Marina offers a selection of restaurants, shops, and bars to explore.

Day 5 or 6

Sail to Falmouth or English Harbour by Goat Head Channel, stopping at Cades Reef for snorkeling. 15 miles.

Day 6 or 7 | Antigua Sailing Itineraries

Enjoy the day in Falmouth or relax back in English Harbour. Tour the historic British defense sites, head to the beach, or perhaps sample the local cuisine. Falmouth has many great bars and restaurants to take in the sights and tastes of the island. Check out Bumpkins Beach Bar for a fun and delicious snack or meal.

Please see our Antigua to St. Martin Charter Itinerary to view more Antigua sailing itineraries. Please remember all itineraries are for example purposes. We will work with you to tailor an itinerary based on your group’s preferences.