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Skippered Sailing Holidays

St.Lucia, Grenadines & Trinidad Tobago

St.Lucia > Grenadines > Grenada > Tobago > Trinidad

May 4 – 16, 2024

Caribbean Skippered Sailing Holiday

St.Lucia, Grenadines & Trinidad Tobago

Set sail with Sailing Dutchman on a Caribbean Skippered Sailing Holiday through the enchanting waters of the Grenadines, the picturesque landscapes of Grenada, the vibrant culture of Tobago, and the vibrant diversity of Trinidad.

Join us to explore these captivating Caribbean destinations, each offering its own unique charm and experiences. From the turquoise waters and pristine beaches of the Grenadines to the lush greenery and spice-laden air of Grenada, the unspoiled beauty of Tobago’s coastline, and the lively mix of cultures in Trinidad – our journey promises a blend of relaxation, exploration, and cultural immersion.


The Underwater Sculpture Park
Life-size figures on the bottom of the sea
Levera National Park
Snorkelling with turtles and admiring the beautiful coral reef
Salt Whistle Bay
An oasis of tranquility, golden beach, and turquoise water
Pigeon Point Beach
Also called Pigeon Point Heritage Park
The aqua-colored ocean surrounds the coral-sand rims
Nylon Pool
“A must see” in Tobago
Rumor has it that the waters of Nylon Pool offer healing and aphrodisiac powers
Asa Wright Nature Center
A nature paradise for birds lover

Our Catamaran

Welcome to our sailing home – Dean 440 Espace, 44 ft catamaran – AKUA AMINATA,  combining great sailing experience with comfort.


Before Day 1: Early arrival to St.Lucia

If you want to explore St Lucia, come one day earlier and let us know which hotel are you staying in Rodney Bay. We will organise for you and other guests private tour around the island on the next day.

Day 1: Optional tour of St.Lucia / Embarkation on the Akua Aminata (Rodney Bay)

For those who arrived one day earlier at St. Lucia, there is an optional tour that includes:  Diamond Botanical Gardens, where the beauty and lush greenery of the tropics provide a backdrop to the Diamond Waterfall; Sulphur Springs, the hottest and most active geothermal area in the Lesser Antilles, where you can enjoy a mud bath; refreshing bath in Pitons Falls and Project Chocolate, a rainforest where you will learn about cocoa cultivation, plant your own cocoa tree, and make your own chocolate.

All guests will be welcomed between 5 – 6 pm with a refreshing cocktail on the AKUA AMINATA board. The skipper will introduce the sailing itinerary, safety rules, and the living arrangements on the catamaran. Then we will do some shopping for the next few days and go together to marina for dinner.

Day 2: St. Lucia: Rodney Bay > Pitons Bay

After breakfast and morning swimming we set sails towards Pitons Bay. Two twin volcanic peaks rising from the sea, which are featured on the flag of St. Lucia, will surely captivate everyone.

Day 3: St. Lucia > St. Vincent

Today, we will arrive at St. Vincent, the largest island in the country of St. Vincent and the Grenadines. Our destination is Wallilabou Bay, which will welcome us with props from the “Pirates of the Caribbean” movies, as scenes for “The Curse of the Black Pearl” and “Dead Man’s Chest” were filmed here.

Day 4: St. Vincent > Bequia

For those who want to experience a bit of the St. Vincent vibe, after breakfast, there is an opportunity for a short excursion to Dark View Falls, black waterfalls where water cascades down basalt rocks from a high cliff.
During lunchtime, we will set sail from St. Vincent towards Bequia, known as the “Big Little Island,” the second largest island in the Grenadines with an area of 18 km2.

Day 5: Bequia > Mayreau

After breakfast, those interested can take a ride on the local transportation, a type of windowless taxi that can accommodate 8 people, and explore the most interesting places on the island, including the ruins of Fort Hamilton and enjoy the beautiful view of Admiral Bay from the hill where it is located.
During lunchtime, we will sail to Mayreau, the smallest island in the Grenadines, covering only 3.8 km2 and inhabited by about 300 residents. Our catamaran will anchor at the stunning Salt Whistle Bay, a naturally sheltered cove with golden sand and beautiful turquoise water.
In the afternoon, it’s worth taking a walk up the hill to see the Catholic church and admire the breathtaking view of the Tobago Cays.

Day 6: Mayreau > Tobago Cays

Today, there’s no need to rush. We can enjoy bathing in Salt Whistle Bay to our heart’s content, and then we’ll sail towards Tobago Cays, which are essentially just around the corner from Mayreau, about 30 minutes of sailing away.

Tobago Cays is an archipelago of five tiny, uninhabited islets known as the “jewels in the crown” of the southern Grenadines, thanks to their beautiful golden beaches and coral reefs. We will anchor within the Tobago Cays Marine Park, which is surrounded by a double horseshoe-shaped coral reef, creating an exceptionally calm and shallow water. Snorkeling and admiring the coral reef and turtles here is a true pleasure.

The highlight of this wonderful day is an evening Lobster Beach BBQ, where you can mingle with a lot of different people from other boats and have a great time!

Day 7: Tobago Cays > Grenada

We sail to Grenada – a green, mountainous island discovered by Columbus in 1498. The lingering aroma of spices over Grenada earned the island the title of the ‘Spice Isle.’ Large-scale cultivation of nutmeg, cinnamon, cloves, cocoa, ginger, and turmeric is carried out here. As one of the local legends goes, a doctor who arrived in Grenada from the East Indies flavored the local rum with nutmeg. The residents were delighted. Today, Grenada ranks second in the world in nutmeg cultivation, and its fruit even appears on the national flag.
After anchoring in Sauter Bay, we will go for a walk to Leaper’s Hill, which is a spot where the native Carib Indians jumped to their death in 1651 rather than be subjected to French rule.

Day 8: Grenada: Sauters Bay > Port Louis

After the breakfast, we will sail to Molinere Bay to experience an unforgettable dive in the Underwater Sculpture Park, considered one of the 25 Wonders of the World according to National Geographic.

The Underwater Sculpture Park, created by sculptor and environmentalist Jason Decaires Taylor, was installed in 2006. On 800 m2, about 30 meters below sea level, 75 life-size human figures were placed on the ocean floor. As a result of the action of water and the natural surroundings, the sculptures are constantly evolving, creating an unforgettable sight.

Day 9: Grenada: Port Louis Marina

For those who want to visit Grenada from land, there will be optional tour during which we will admire Grand Anse Beach – the most beautiful beach in Grenada, swim in the crystal-clear waters of Annandale Falls, and experience a spice tour at the 17th-century plantation – Belmont Estate.

For those who want to stay on the boat, lazy day, with plenty of time for swimming and enjoying free time.

Day 10: Grenada > Tobago

It will be lazy day for you and long day for the skipper as it is the longest stretch to sail. Ahead of us is a hop to the Tobago,  which was named Belaforme by Christopher Columbus “because from a distance it seemed beautiful”. It is also called a Robinson Crusoe island, as Daniel Defoe set the action of his novel „Robinson Crusoe” on the Tobago island.

Day 11: Tobago: Pirates Bay > Crown Point

Our today destination is Crown Point but before we anchor, we will visit one of the most inredible places -the Nylon Pool a natural, 1 metre-deep crystal clear swimming pool with a sandy bottom in the middle of the sea created by an offshore sandbar and a still lagoon. There have even been rumours that water in the Nylon Pool has healing and aphrodisiac powers…

Day 12: Tobago > Trinidad

Another lazy day for you and long day for skipper. We will sail to Trinidad – the main island of Trinidad & Tobago. The interesting fact about this country is that it is one of the wealthiest countries in the Caribbean, thanks to its large reserves of oil and gas, the exploitation of which dominates its economy. It is also the Happiest Country in the Caribbean according United Nations’ Sustainable Development Solutions Network.

Day13: – Disembarkation / Optional trip around Trinidad

The check out from the boat is at 10am so you will have a lot of time to catch your flight home.
For those who want to stay longer and explore Grenada from the land – an optional tour, during which we will admire Asa Wright Nature Center, „a must see” for birds and nature lovers, Port of Spain – the capital of T&T and Pitch Lake – the largest natural deposit of asphalt in the world.

Optional trips and attractions

Tobago Cays & Grenada

Lobster Barbecue
on the beach
Belomont Estate
Spice Tour


Asa Wright
Nature Center
Port of Spain
Pitch Lake

The Price

2045 € per person

What is included

  • Accomodation in a shared cabin
  • Professional skipper
  • Boat insurance
  • Bed linen and towels
  • BBQ
  • Dinghy with outboard engine

Not included:

  • On board cash for food, drinks, fuel, marina fees
  • Flights
  • Optional tours

Food and Drinks on board

We will get groceries for breakfast and lunch trying to take individual wishes and preferences into account as much as possible. Meals on board are prepared by the guests. If desired, guests can cook on board in the evening, but experience has shown that usually guests want to enjoy dinner ashore in one of the cozy restaurant or tavern.
It’s common practice that guests pay for the Skipper

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