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Oranjestad – St. George's · 27 January – 6 February 2027 – Main voyage image

Oranjestad – St. George's · 27 January – 6 February 2027

27 January 2027 – 6 February 2027
10 nights
Oranjestad, Aruba – St. George's, Grenada
Star Clipper
from~€1,685/ person

Operator price: £1,445

Approximate conversion using the ECB reference rate from 27 August 2026. The operator's final charge may differ.

Places available
Visit operator's page

Route

Oranjestad - St. George's

Port

Oranjestad, ArubaSt. George's, Grenada

A tall ship cruise is more than a journey - it's an experience that stays with you for a long time

Why choose a Tall Ship cruise?

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Authentic sailing experience

Feel the power of wind in the sails and take part in a real sea adventure – without commercial gimmicks and crowds of tourists.

Closeness to nature and peace

Immerse yourself in a world where time flows slower, and the only sound is the rush of waves and the crack of lines.

Cruises for everyone

Whether you have sailing experience or are taking your first steps on deck – you'll find a cruise tailored to your expectations and abilities.

Diversity of routes and ships

From short Baltic cruises to multi-week transatlantic voyages. Choose a cruise that fits your rhythm and dreams.

Check the voyage itinerary

Photo: Roger from Sarasota, Florida, U.S.A., CC BY-SA 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Oranjestad_trolley_-_operator%27s_view.jpg)

Arriving in Oranjestad, you are greeted by a bright Caribbean waterfront, low-rise pastel buildings, and a busy harbour set against Aruba’s dry, sunlit landscape. Near the port, visitors can easily reach the colorful town center, seaside promenades, and nearby beaches that give the island its relaxed, warm-weather atmosphere.

Arriving in Willemstad, you are greeted by a bright Caribbean harbour lined with colourful Dutch-colonial facades and a lively waterfront atmosphere. From the port, the historic districts and the entrance to St. Anna Bay are nearby highlights, with pastel streets, boats, and warm island light giving the city an easy, tropical charm.

Photo: Tournasol7, CC BY 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Plage_du_Fond_du_Cure_(3).jpg)

Charlestown Bay welcomes arriving ships with calm turquoise water, a curve of pale sand, and green hills rising behind the harbour. From the anchorage, Canouan feels peaceful and upscale, with quiet beaches, scattered waterfront buildings, and fine island views nearby.

Tobago Cays welcomes arriving ships with a dazzling lagoon of clear turquoise water, tiny islets, and bright coral shallows. The mood is peaceful and castaway-like, with nearby reefs, sandy beaches, and green cays creating one of the most idyllic seascapes in the Grenadines.

Arriving in Admiralty Bay, you are greeted by a broad, sheltered harbour edged with green hills, pastel houses and a lively waterfront dotted with small boats and yachts. Nearby, Bequia offers relaxed Caribbean charm, sandy beaches and wide views across the Grenadines rather than the bustle of a large commercial port.

Photo: wikifurn, Public domain, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Tobago_WI_Charlotteville.JPG)

Arriving by sea at Charlotteville, you are greeted by a small Caribbean harbour backed by steep green hills and a shoreline lined with colorful houses and fishing boats. Nearby, the village has a relaxed, unhurried feel, with quiet beaches and lush tropical scenery giving this corner of Tobago a peaceful, secluded atmosphere.

Photo: Dnamolecule, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Englishmans_bay_tobago_dec_2008.jpg)

Approaching Castara Bay by sea, you are met by a small crescent of golden sand backed by steep green hills and a laid-back fishing village atmosphere. Nearby, the coast offers clear Caribbean water, rainforest-covered slopes and quiet beaches that make this part of Tobago feel peaceful and unspoiled.

Saline Bay on tiny Mayreau welcomes arriving ships with clear turquoise water, a bright curve of sand, and a relaxed Caribbean feel. From the anchorage, the island rises gently behind the beach, with quiet lanes and hilltop views nearby that look out over the Grenadines.

Photo: cwi.aida, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:St_Georges_Grenada_Fort_-_panoramio.jpg)

Approaching St. George’s by sea, you are greeted by a steep green shoreline and a picturesque harbour lined with pastel buildings climbing the hills above the water. Near the port, the town has a warm Caribbean feel, with lively streets, views over the bay, and nearby hills and historic waterfront areas adding to the charm.

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Places you'll visit

Oranjestad, Aruba

Arriving in Oranjestad, you are greeted by a bright Caribbean waterfront, low-rise pastel buildings, and a busy harbour set against Aruba’s dry, sunlit landscape. Near the port, visitors can easily reach the colorful town center, seaside promenades, and nearby beaches that give the island its relaxed, warm-weather atmosphere.

Photo: Roger from Sarasota, Florida, U.S.A., CC BY-SA 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Oranjestad_trolley_-_operator%27s_view.jpg)
Photo: Roger from Sarasota, Florida, U.S.A., CC BY-SA 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Oranjestad_trolley_-_operator%27s_view.jpg)

Willemstad, Curaçao

Arriving in Willemstad, you are greeted by a bright Caribbean harbour lined with colourful Dutch-colonial facades and a lively waterfront atmosphere. From the port, the historic districts and the entrance to St. Anna Bay are nearby highlights, with pastel streets, boats, and warm island light giving the city an easy, tropical charm.

Charlestown Bay, Canouan

Charlestown Bay welcomes arriving ships with calm turquoise water, a curve of pale sand, and green hills rising behind the harbour. From the anchorage, Canouan feels peaceful and upscale, with quiet beaches, scattered waterfront buildings, and fine island views nearby.

Photo: Tournasol7, CC BY 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Plage_du_Fond_du_Cure_(3).jpg)
Photo: Tournasol7, CC BY 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Plage_du_Fond_du_Cure_(3).jpg)

Tobago Cays

Tobago Cays welcomes arriving ships with a dazzling lagoon of clear turquoise water, tiny islets, and bright coral shallows. The mood is peaceful and castaway-like, with nearby reefs, sandy beaches, and green cays creating one of the most idyllic seascapes in the Grenadines.

Admiralty Bay, Bequia

Arriving in Admiralty Bay, you are greeted by a broad, sheltered harbour edged with green hills, pastel houses and a lively waterfront dotted with small boats and yachts. Nearby, Bequia offers relaxed Caribbean charm, sandy beaches and wide views across the Grenadines rather than the bustle of a large commercial port.

Charlotteville, Tobago

Arriving by sea at Charlotteville, you are greeted by a small Caribbean harbour backed by steep green hills and a shoreline lined with colorful houses and fishing boats. Nearby, the village has a relaxed, unhurried feel, with quiet beaches and lush tropical scenery giving this corner of Tobago a peaceful, secluded atmosphere.

Photo: wikifurn, Public domain, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Tobago_WI_Charlotteville.JPG)
Photo: wikifurn, Public domain, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Tobago_WI_Charlotteville.JPG)

Castara Bay, Tobago

Approaching Castara Bay by sea, you are met by a small crescent of golden sand backed by steep green hills and a laid-back fishing village atmosphere. Nearby, the coast offers clear Caribbean water, rainforest-covered slopes and quiet beaches that make this part of Tobago feel peaceful and unspoiled.

Photo: Dnamolecule, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Englishmans_bay_tobago_dec_2008.jpg)
Photo: Dnamolecule, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Englishmans_bay_tobago_dec_2008.jpg)

Saline Bay, Mayreau

Saline Bay on tiny Mayreau welcomes arriving ships with clear turquoise water, a bright curve of sand, and a relaxed Caribbean feel. From the anchorage, the island rises gently behind the beach, with quiet lanes and hilltop views nearby that look out over the Grenadines.

St. George's, Grenada

Approaching St. George’s by sea, you are greeted by a steep green shoreline and a picturesque harbour lined with pastel buildings climbing the hills above the water. Near the port, the town has a warm Caribbean feel, with lively streets, views over the bay, and nearby hills and historic waterfront areas adding to the charm.

Photo: cwi.aida, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:St_Georges_Grenada_Fort_-_panoramio.jpg)
Photo: cwi.aida, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:St_Georges_Grenada_Fort_-_panoramio.jpg)

Frequently asked questions about tall ship cruises and sailing ships

Many leisure and introductory voyages accept guests without sailing experience. Training and expedition voyages may require active participation, minimum ages or a particular level of mobility. Check the operator's conditions for the exact voyage before booking.
Start with the operator's joining instructions because space, dress rules and required equipment vary by ship. Soft luggage, layered clothing, a waterproof outer layer, sun protection and operator-approved non-slip footwear are common recommendations. Ask a medical professional about suitable seasickness precautions if needed.
Choose a cruise on the Cruise Tall Ships site, click the offer and go to the operator's booking page. We do not charge fees – we connect you directly with the cruise organizer.
Choosing a tall ship cruise is more than just booking a vacation; it is an invitation to experience the timeless romance of the sea. Unlike modern, crowded cruise liners, a traditional sailing vessel offers an intimate atmosphere where the sound of the wind in the canvas replaces the hum of engines. Taking part in such a unique voyage allows you to connect with maritime heritage while enjoying the comforts of a modern leisure cruise. Whether it’s the thrill of seeing the horizon from a wooden deck, the spectacular sight of a full press of sail, or the chance to visit hidden coastal gems inaccessible to larger ships, a tall ship voyage offers a sense of freedom that is simply unmatched. It is the perfect choice for travelers seeking authenticity, tranquility, and a truly luxury sailing experience that stays with them long after they return to shore.
Tall ships cruises take place on many waters: Baltic, North Sea, Atlantic, Caribbean, Mediterranean and others. Each offer indicates the region and route.
Safety rules, vessel certification, briefings and required equipment depend on the ship, flag state, route and operator. Review the operator's current safety information and ask them directly about certification or accessibility before booking.
Follow our website and newsletter – we regularly add new cruises and news. You can also subscribe to the newsletter to receive information about offers.
Swimming requirements vary by operator and voyage. Do not assume that a life jacket removes an operator's swimming or mobility requirement; confirm the conditions for the specific departure.

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