Cruise itinerary
14-Night Caribbean Cruise from Sint Maarten
14 nights · Caribbean · 11 ports of call
14-night Caribbean cruise aboard Seabourn Ovation, departing Sint Maarten and calling at Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown and 4 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Seabourn Ovation
- Cruise line
- Seabourn
- Duration
- 14 nights
- Region
- Caribbean · Americas · South America
- Departs
- Sint Maarten
- Returns
- Sint Maarten
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Seabourn Ovation sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Sint Maarten
Depart 21:00
- Day2
Frenchman's Cay
Arrive 08:00 · Depart 17:00
- Day3
South Friars Bay
Arrive 08:00 · Depart 17:00
A calm sand beach on the narrow southeast peninsula of St. Kitts, looking across The Narrows toward Nevis. A handful of casual beach bars line the shore, and the rugged volcanic hills rise close behind.
- Beach bars
- Nevis views
- Calm swimming
- Day4At sea
- Day5
Trois-Ilets
Arrive 08:00 · Depart 18:00
- Day6
Port Elizabeth, Bequia
Arrive 08:00 · Depart 17:00
The main town of Bequia, a small island in the Grenadines reached only by sea. It sits on Admiralty Bay, a yacht-favoured harbour, and keeps a quiet seafaring tradition of boatbuilding and a beach walk along the shore to Princess Margaret Beach.
- Admiralty Bay
- Princess Margaret Beach
- Model-boat building
- Day7
Saint George's
Arrive 08:00 · Depart 18:00
The capital of Grenada in the eastern Caribbean, set around a horseshoe harbour ringed by red-roofed houses. Known as the Spice Isle for its nutmeg, the island offers Grand Anse beach, hillside Fort George and rainforest waterfalls inland.
- Grand Anse Beach
- Fort George
- Nutmeg plantations
- Day8
Bridgetown
Arrive 07:00 · Depart 21:00
The capital of Barbados on the island's southwest coast, a long-standing Caribbean cruise port. Its colonial centre and Garrison Savannah are UNESCO-listed, with the white sand of Carlisle Bay and turtle-filled waters close to the harbour.
- Carlisle Bay
- Garrison Savannah
- Rum distilleries
- Day9
Castries
Arrive 08:00 · Depart 18:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day10At sea
- Day11
Montserrat
Arrive 08:00 · Depart 18:00
- Day12
Antigua
Arrive 08:00 · Depart 21:00
- Day13
South Friars Bay
Arrive 08:00 · Depart 17:00
A calm sand beach on the narrow southeast peninsula of St. Kitts, looking across The Narrows toward Nevis. A handful of casual beach bars line the shore, and the rugged volcanic hills rise close behind.
- Beach bars
- Nevis views
- Calm swimming
- Day14
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 18:00
The main anchorage of Jost Van Dyke, smallest of the British Virgin Islands' main islands, in the Caribbean. A laid-back yachting stop, its sheltered bay is fringed by sand and beach bars, with the natural rock pools of the Bubbly Pool a short walk away.
- Bubbly Pool
- White Bay
- beach bars
- Day15
Sint Maarten
Arrive 07:00
Upcoming departures
- 16 Jan 2027
- 20 Feb 2027
- 6 Mar 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Sint Maarten FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's, Bridgetown, Castries, Montserrat, Antigua and Great Harbour, Jost Van Dyke.
How many days are spent at sea?
2 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from Sint Maarten.
How long is this cruise?
14 nights aboard Seabourn Ovation.
When does this itinerary sail?
Upcoming departures include 16 Jan 2027, 20 Feb 2027 and 6 Mar 2027. A NestCruise advisor can confirm current availability.