Cruise itinerary
21-Night Caribbean Cruise from Bridgetown
21 nights · Caribbean · 15 ports of call
21-night Caribbean cruise aboard Seabourn Ovation, departing Bridgetown and calling at St George's, Grenada, Bequia Island, Saint-Anthony, Newfoundland and Labrador, Îles des Saintes, Antigua and Basseterre, Saint Kitts and 8 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Seabourn Ovation
- Cruise line
- Seabourn
- Duration
- 21 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
St George's, Grenada
Arrive 09:00 · Depart 18:00
- Day3
Bequia Island
Arrive 08:00 · Depart 18:00
- Day4
Saint-Anthony, Newfoundland and Labrador
Arrive 08:00 · Depart 18:00
- Day5At sea
- Day6
Îles des Saintes
Arrive 07:00 · Depart 18:00
- Day7
Antigua
Arrive 08:00 · Depart 18:00
- Day8
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
- Day9
Jost Van Dyke Island BVI
Arrive 08:00 · Depart 17:00
- Day10
Anguilla
Arrive 08:00 · Depart 17:00
- Day11
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
- Day12
Tortola
Arrive 07:00 · 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
- Day13
Anguilla
Arrive 07:00 · Depart 17:00
- Day14
Falmouth
Arrive 07:00 · Depart 17:00
- Day15
Basseterre, Saint Kitts
Arrive 07:00 · 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
- Day16
Îles des Saintes
Arrive 07:00 · Depart 17:00
- Day17At sea
- Day18
Oranjestad
Arrive 07:00 · Depart 22:00
The capital of Aruba, set on the island's leeward south coast in the southern Caribbean. Oranjestad is known for its Dutch colonial façades along Wilhelminastraat, a free streetcar through downtown, and white-sand beaches like Eagle and Palm just north.
- Eagle Beach
- Palm Beach
- Dutch colonial centre
- Day19
Willemstad
Arrive 07:00 · Depart 22:00
- Day20
Kralendijk
Arrive 07:00 · Depart 16:00
The capital of Bonaire, a Dutch-Caribbean island known above all for diving and snorkelling along its protected fringing reef. The small waterfront town keeps pastel Dutch-colonial facades, with salt pans and flamingo flats lying to the south.
- Bonaire reef diving
- Salt pans
- Flamingo flats
- Day21At sea
- Day22
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
- 18 Dec 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
21-Night Caribbean Cruise from Bridgetown FAQ
Which ports does this cruise visit?
This 21-night Caribbean cruise calls at Bridgetown, St George's, Grenada, Bequia Island, Saint-Anthony, Newfoundland and Labrador, Îles des Saintes, Antigua, Basseterre, Saint Kitts, Jost Van Dyke Island BVI, Anguilla, Philipsburg, Tortola, Falmouth, Oranjestad, Willemstad and Kralendijk.
How many days are spent at sea?
3 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?
21 nights aboard Seabourn Ovation.
When does this itinerary sail?
Upcoming departures include 18 Dec 2027. A NestCruise advisor can confirm current availability.