Harbour Island to Harbour Island

Explore the quieter yacht charter areas of the Bahamas on this Harbour Island to Harbour Island Itinerary.

Harbour Island Bahamas. Photo by Mo on Unsplash.

DAY 1 | Begin Harbour Island to Harbour Island Itinerary

Board your yacht on Harbour Island. Enjoy the streets of Dunmore Town that the glossy magazines’ label as the “new St Barths.” Walk along the narrow flower-lined streets. Renowned for brightly colored houses and white picket fences. This elegant little town also offers art galleries, restaurants, boutiques, and straw work.

Golf cars are the means of transportation around Harbour Island and will allow you to explore the many narrow streets. If fishing or diving is your passion, perhaps you can provide the catch of the day and enjoy it at dinner. Diving enthusiasts will enjoy the sight of an unusual underwater train wreck.

What Harbour Island Is Known For

Harbour Island is renowned for its pink sand beaches. Find an isolated anchorage near the island for a relaxing swim in the waters, gently lapping on pink sand beaches. Overnight.


In the morning, cruise along the Devil’s Backbone. Go to Current Cut, a narrow channel between the northern tip of Eleuthera Island and the adjacent island of Current. Here there is excellent snorkeling.

Strong swimmers can float through the tidal changes, creating a strong current right through the cut. Divers find this high-speed drift dive through the cut, one of the top diving locations in the Bahamas.

In the evening, visit Current Settlement on the southernmost tip of the northern end of Eleuthera. This is a quaint, quiet little town settled over 200 years ago—overnight in a calm anchorage.


Cruise along the western side of the island of Eleuthera, in waters protected from the open Atlantic Ocean on the eastern side of Eleuthera, to Governors Harbor. Anchor around James’ Cistern for lunch, swimming, snorkeling, exploring, and shelling along the long open beaches. After lunch, visit Governor’s Harbor, which was first settled in 1648 by Eleutheran explorers from Bermuda, fleeing the religious dictates of the English Crown.

Eleuthera means “Freedom” in the Greek language. As the oldest settled township in the Bahamas from the colonial period, there are great examples of traditional Bahamian homes. Stretch your legs with a walk around town. Then return to the other side of Cupid Cay near Laughing Bird Cay to anchor and enjoy excellent snorkeling and beaches in this secluded area. Overnight.


Cruise to the nearby deserted Sheep Cay with extensive sandy beach areas to enjoy a picnic lunch, swimming, and shelling along these rarely visited beaches. After lunch, head north to Hatchet Bay, stopping to visit the Hatchet Bay Caves.

For the Caves, you may want to consider hiring the services of a local guide. Be sure to take a flashlight with you. The caves feature stalactites and stalagmites and are home to bats. Graffiti is on the walls. Some of the wall writings date to the 1800s, a record of ships that have passed by for over two centuries.

A narrow, deep human-made cut leads to the dramatic entrance to well-protected Hatchet Bay. This was once a land-locked lake. Wander along the streets of little Alice Town before returning to the yacht for cocktails and dinner.


Head to Gregory Town, a colonial Bahamian Pineapple trading center until the 1880’s when the United States took the pineapple to Hawaii to help develop a cash crop in this new U.S. Territory.

However, the cultivation of pineapples is ongoing. And the locals produce pineapple rum at the local Pineapple Town Plantation and Distillery. The Distillery may be open for a visit. Take a walk around town, with the few shops featuring a lot of pineapple motifs. And do stop to taste this delicious sweet local black pineapple.

Cruise north towards Current Settlement for a secluded anchorage along this coast with miles of deserted beaches for swimming, snorkeling, enjoying water sports, and shelling.


After breakfast, cruise to the historic town of Spanish Wells. First discovered by Christopher Columbus, Spanish Wells became the last stopping point of the Spanish during the colonial days of Florida. Before their long Atlantic crossing, sailors would refill their ships with water from the freshwater springs on this island.

Later settled by Eleutheran explorers from Bermuda and then English Loyalists fleeing after the American Revolution, Spanish Wells retained a conservative English feel amongst the approximately 1500 residents.

Spanish Wells is a center for lobster fishing in the Bahamas. In addition to locally made handicrafts sold in the local shops.

In the afternoon, run back through the Devil’s backbone, which has numerous wrecks. Many were caused by locals luring the unsuspecting onto the reefs for salvage with lit lanterns attached to tethered donkeys. It is a great spot to stop and explore and snorkel some of the wrecks.

Head to a quiet anchorage across from Harbor Island for your last evening. Finally, enjoy dinner under the stars, surrounded by the crystal-clear waters of the Bahamas.

DAY 7 | End Harbour Island to Harbour Island Itinerary

Enjoy the waters for a tremendous final swim and snorkel in the morning. Then head to the dock for transfer to the airport in North Eleuthera for the flight home.

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