Cruise itinerary
20-Night Caribbean Cruise from Bridgetown
20 nights · Caribbean · 16 ports of call
20-night Caribbean cruise aboard Emerald Sakara, departing Bridgetown and calling at Speightstown, Saint-Anthony, Newfoundland and Labrador, Bequia Island, Mayreau Island, Union Island Grenadines and Tobago Cays and 9 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Emerald Sakara
- Cruise line
- Emerald Cruises
- Duration
- 20 nights
- Region
- Caribbean
- Departs
- Bridgetown
- Returns
- Philipsburg
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 Emerald Sakara sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Speightstown
- Day2
Saint-Anthony, Newfoundland and Labrador
- Day3
Bequia Island
- Day4
Mayreau Island
- Day5
Union Island Grenadines
- Day6
Tobago Cays
- Day7
Bridgetown
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
- Day8
Soufrière
- Day9
Îles des Saintes
- Day10
Antigua
- Day11
Charlestown
- Day12
Gustavia
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day13
Virgin Gorda
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
- Day14
Philipsburg
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
- Day15
Basseterre, Saint Kitts
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
Anguilla
- Day17
Virgin Gorda
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
- Day18At sea
- Day19
Gustavia
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day20At sea
- Day21
Philipsburg
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
Upcoming departures
- 23 Jan 2028
- 20 Feb 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
20-Night Caribbean Cruise from Bridgetown FAQ
Which ports does this cruise visit?
This 20-night Caribbean cruise calls at Bridgetown, Speightstown, Saint-Anthony, Newfoundland and Labrador, Bequia Island, Mayreau Island, Union Island Grenadines, Tobago Cays, Soufrière, Îles des Saintes, Antigua, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts and Anguilla.
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 Bridgetown and ends in Philipsburg.
How long is this cruise?
20 nights aboard Emerald Sakara.
When does this itinerary sail?
Upcoming departures include 23 Jan 2028 and 20 Feb 2028. A NestCruise advisor can confirm current availability.