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 Rodney Bay, Montserrat, Antigua, South Friars Bay, Virgin Gorda and Sint Maarten 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
- 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
Rodney Bay
Arrive 08:00 · Depart 18:00
- Day3At sea
- Day4
Montserrat
Arrive 08:00 · Depart 18:00
- Day5
Antigua
Arrive 08:00 · Depart 21:00
- Day6
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
- Day7
Virgin Gorda
Arrive 08:00 · Depart 18:00
One of the British Virgin Islands, a hilly cay in the eastern Caribbean known for The Baths — a beach where giant granite boulders form tidal pools and grottoes. Quiet bays, yacht anchorages and a relaxed, low-key pace define the island.
- The Baths
- Granite boulders
- Spring Bay
- Day8
Sint Maarten
Arrive 07:00 · Depart 21:00
- Day9
Frenchman's Cay
Arrive 08:00 · Depart 17:00
- 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
- Day11At sea
- Day12
Trois-Ilets
Arrive 08:00 · Depart 18:00
- Day13
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
- Day14
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
- 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
- 28 Nov 2026
- 19 Dec 2026
- 9 Jan 2027
- 23 Jan 2027
- 13 Feb 2027
- 27 Feb 2027
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, Rodney Bay, Montserrat, Antigua, South Friars Bay, Virgin Gorda, Sint Maarten, Frenchman's Cay, Trois-Ilets, Port Elizabeth, Bequia and Saint George's.
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 28 Nov 2026, 19 Dec 2026, 9 Jan 2027 and 23 Jan 2027. A NestCruise advisor can confirm current availability.