This is a sample itinerary (and also an introduction to the Trinbagonian dialect!). Weather or other outside factors may mean that your skipper sets an alternative course.


Arrival Day


Cruising Day 1

Breakfast is served followed by a first look at the proposed itinerary for the week. To put you in the mood ‘one time’, get your snorkelling gear and the captain will take you with the dinghy to the ‘Coral garden’, a beautiful reef inside the Bon Accord Lagoon. Back on the boat to set sail on a short journey to Mount Irvine, the surfers’ bay. If you like to participate in the handling of the yacht and sails, you can do so but, if you prefer, just lie back and relax. It is all up to you. Once in Mount Irvine, if the swell is up, you can try yourself on one of the cleanest waves in the Caribbean. Otherwise, it is possible to dive the ‘Wreck’ or snorkelling is also available just off the boat... Before dinner, enjoy the sunset onshore sipping a rum & coke while ’liming’ with the locals.


Cruising Day 2

Following a scrumptious breakfast, we will sail to ‘Cotton bay’. Only accessible by boat, this bay offers one of the nicest snorkelling on the island. After lunch, you’ll be sailing in Paradise on your way to Heaven: arriving in Englishman’s Bay should make you feel that way! There is, of course, the possibility of snorkelling there but you can also start to explore the rain forest that fringes the beach... The day will end with another wonderful sunset followed by a dinner onboard inclusive sometimes of fresh fish that we may have caught earlier in the day. In this location there is virtually no light pollution whatsoever and your captain may invite all guests up on deck for a night cap and an evening of the most amazing stargazing.


Cruising Day 3

The best time in the Caribbean is early in the morning: Today, you should be up at dawn, enjoy your breakfast and get ready for a little hike through the rain forest. This tour is an absolute must when visiting Tobago. At your request, (price not included) 4X4 vehicles can take you to the best track of the Rain Forest which is the oldest reserve in the Caribbean and hosts an incredible amount of bird species. After the ‘sweat’, the vehicles will take you back to the bay of Castara, where the captain will meet you with your yacht. Castara is a quaint little village on the leeward coast of Tobago.


Cruising Day 4

When you arrive in Castara Bay, jump in to the crystal clear waters for some reef exploration before lunch is served: We often see turtles, sting rays and the harmless nurse sharks. A digestive walk through the village is highly recommended but you should beware when having a drink at the tree house, as the rum punches are lethal...

It’s now time to set sails towards Man of War Bay where you arrive before sunset to find the picturesque Charlottesville's village. Sunset drinks are being prepared onboard while you get ready for an evening ashore at one of the nearby restaurants.

In Tobago, we actually offer the choice of having dinner ashore on the Tuesday or the Wednesday night. The crew will explain the different possibilities.


Cruising Day 5

While you are still asleep in your cabin, we may move off across the bay to Anse Hermitage, a small cove on the other side of the bay. For the novice, SCUBA trial dives can be arranged here through the local dive operator. For the others divers, it’s time to gear up and make some bubbles! After an early lunch onboard, it’s time to get ready for the what’s supposed to be a little rough sail around the North of the Island, passing Saint Giles Rock on your way to Anse Bateau, located near the village of Speyside. There is a small resort in this bay which offers lovely food so, if you haven’t had dinner onshore the night before in Charlottesville, you can do so at the Blue Waters Inn in Anse Bateau. Motoring 10 minutes across the the Bay will take you to Little Tobago: Welcome to divers' paradise! This area is reputed for its largest brain coral in the World, its shoals of Manta Rays but also, be aware, there are some strong currents... While the divers enjoy themselves, the snorkelers also have an unforgettable time as the reef around Little Tobago is fantastic perhaps you might just want to hike around this tiny island. Lunch is served onboard, followed by the digestive siesta before sailing around to nearby King’s Bay. A sheltered horseshoe bay with excellent 1/2 mile (800m) dark-sand beach, shaded by coconut trees and calm, warm water. The site was once a large Carib settlement. Kings Bay Waterfall can be reached by a trail on the opposite side of the Windward Road, but be warned that the falls are often dry when there hasn't been much rain. Once again, the captain will mix one of his secret & delicious cocktails while the first mate prepares a sumptuous dinner.


Cruising Day 6

After breakfast and and a swim into the ocean (or vice-versa!), it’s unfortunately time to sail back to the point of departure but, your holidays are not over yet. As you reach Store Bay, lunch will be served onboard and then you will have time to do some shopping onshore. Maybe walk along the seaside to meet with the boat at Pigeon Point where the cocktails will await onboard. It’ time to exchange addresses, fill-in the guest book before having dinner ashore followed by the sometimes too famous last night party!


Departure Day

After breakfast onboard, it is time to gather your belongings and memories. Your crew will arrange transport back to the airport before exchanging fond farewells. You will already be planning your next cruise.

St Vincent & the Grenadines

Sailing Itinerary in Tobago, Trinidad & Tobago