

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.
- Free advisor
- 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
- Bridgetown
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
- Day9At sea
- Day10

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
- Day11

Terre-de-Haut
Arrive 08:00 · Depart 18:00
- Day12

Saint Pierre
Arrive 08:00 · Depart 18:00
The capital of Saint-Pierre and Miquelon, a small French archipelago off Newfoundland and the last remnant of France in North America. Its harbour town has pastel houses, French shops and cafés, and a windswept Atlantic setting steeped in fishing and rum-running history.
- French colonial town
- Île aux Marins
- harbour waterfront
- Day13

Roseau
Arrive 08:00 · Depart 18:00
The capital of Dominica, a green volcanic island in the eastern Caribbean known as the Nature Isle. The town sits below forested peaks, with the botanic gardens, sulphur springs and the trail to Trafalgar Falls a short drive inland.
- Trafalgar Falls
- Botanic Gardens
- Boiling Lake
- Day14

Rodney Bay
Arrive 08:00 · Depart 18:00
- Day15

Bridgetown
Arrive 07:00
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
Upcoming departures
- 5 Dec 2026
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, Terre-de-Haut, Saint Pierre, Roseau and Rodney Bay.
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 departs from Sint Maarten and ends in Bridgetown.
How long is this cruise?
14 nights aboard Seabourn Ovation.
When does this itinerary sail?
Upcoming departures include 5 Dec 2026. A NestCruise advisor can confirm current availability.