For curious sailors and ocean lovers
Trinidad and Tobago Sailing Adventures
Tobago Time
Looking for a relaxing sailing holiday with time to soak up local culture, swim in clear waters, sunbathe, and simply enjoy life? This is the trip for you! Explore the stunning bays, waters, and jungles of Trinidad and Tobago by sailing yacht. Whether you book the entire yacht privately or reserve individual berths, every voyage offers unforgettable sailing experiences and authentic Caribbean adventures at your own pace.
A typical 10-day trip might look like this:
Day 1:
Welcome on board! Take your first swim in the ocean at Swallow’s Beach, enjoy local food, and end the day with a beautiful sunset and a drink in hand.
Day 2:
After a good night’s sleep, we sail around the famous Buccoo Reef and head to Englishman’s Bay. This scenic, uninhabited bay offers a beautiful sandy beach and some of the best snorkeling on the island. At night, the skies here are free from light pollution, perfect for stargazing.
Day 3:
A short sail takes us to the town of Castara, where a beautiful hike leads to a waterfall. For the adventurous, there’s the option to climb the rocks and jump into the pool beneath the falling water.
Day 4:
In a few hours, we reach the impressive Pirates Bay, Tobago’s largest protected bay, home to the village of Charlotteville. A remote beach here is rarely visited, and scuba divers (or those wanting to try) can explore the best local dive spots with a nearby dive center.
Day 5:
A guided walk with a local gardener introduces you to exotic fruits and vegetables that grow in this remote village. Charlotteville has retained much of its history and culture, and the locals are among the friendliest in the world. Fresh, locally prepared food will delight your taste buds.
Day 6:
We sail around the iconic Sister Rocks to Bloody Bay. Despite its name, this serene and peaceful spot offers a sense of complete calm and connection with nature.
Day 7:
A few hours of sailing brings us to Mt. Irvine, a bay with beautiful beaches and a lively atmosphere. Enjoy local handcrafted artwork, live music on the beach, and soak up the vibrant local culture.
Day 8:
Today is dedicated to Tobago’s inland wonders. With a private tour or rented car, you can visit the bird sanctuary, explore the rugged North Coast, watch parrots in the jungle, or go shopping in Scarborough.
Day 9:
We sail back to Swallow’s Beach, likely tacking past Buccoo Reef. Once anchored, enjoy a well-deserved meal and watch the sunset while sharing stories about the experiences of the past days.
Day 10:
After a final morning swim and a delicious breakfast, it’s time to say goodbye and return ashore with a heart full of memories and a relaxed body and mind.