Cruise itinerary
14-Night Caribbean Cruise from Bridgetown
14 nights · Caribbean · 11 ports of call
14-night Caribbean cruise aboard Seabourn Ovation, departing Bridgetown and calling at Castries, Montserrat, Antigua, Basseterre, Saint Kitts, Jost Van Dyke Island BVI and Philipsburg 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
- Departs
- Bridgetown
- 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
Bridgetown
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
- Day2
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
- Day3At sea
- Day4
Montserrat
Arrive 08:00 · Depart 18:00
- Day5
Antigua
Arrive 08:00 · Depart 21:00
- Day6
Basseterre, Saint Kitts
Arrive 08:00 · Depart 17:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day7
Jost Van Dyke Island BVI
Arrive 08:00 · Depart 18:00
- Day8
Philipsburg
Arrive 07:00 · Depart 21:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day9
Tortola
Arrive 08:00 · Depart 17:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day10
Basseterre, Saint Kitts
Arrive 08:00 · Depart 17:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day11At sea
- Day12
Les Anses d'Arlet
Arrive 08:00 · Depart 18:00
- Day13
Bequia Island
Arrive 08:00 · Depart 17:00
- Day14
St George's, Grenada
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
- 27 Nov 2027
- 15 Jan 2028
- 29 Jan 2028
- 12 Feb 2028
- 26 Feb 2028
- 11 Mar 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Bridgetown FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Bridgetown, Castries, Montserrat, Antigua, Basseterre, Saint Kitts, Jost Van Dyke Island BVI, Philipsburg, Tortola, Les Anses d'Arlet, Bequia Island and St George's, Grenada.
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 Bridgetown.
How long is this cruise?
14 nights aboard Seabourn Ovation.
When does this itinerary sail?
Upcoming departures include 27 Nov 2027, 15 Jan 2028, 29 Jan 2028 and 12 Feb 2028. A NestCruise advisor can confirm current availability.