Bridgetown, Barbados
Bridgetown, Barbados
Docks 15 min from townMost southern loops start here. Carlisle Bay is a ten-minute taxi and one of the few genuinely good beaches walkable from a cruise terminal.
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Winter sun, and the itineraries where the ship is as much the point as the islands.
Season
Nov – Apr
Typical length
7 – 10 nights
Sea temp
79 – 84°F

The Caribbean is the most forgiving cruise there is: short flights, warm water every month of the season, and ports where the day plan can be as simple as a beach and a taxi. It is also where the biggest ships live, which is why families sail here — the sea days are the point, not the price you pay to reach the next port.
The distinction worth understanding is southern versus eastern. The southern loop sails from Barbados or San Juan and reaches the smaller, greener islands: Grenada, St Lucia, Dominica. The eastern loop leaves from Florida and works the busier, drier ones. If you have cruised the Caribbean before and found it samey, you were almost certainly on the eastern loop.
Bridgetown, Barbados
Most southern loops start here. Carlisle Bay is a ten-minute taxi and one of the few genuinely good beaches walkable from a cruise terminal.
St Lucia
The Pitons are the picture, and the sea approach to Soufrière beats the switchback drive by a wide margin.
Grand Cayman
Seven Mile Beach is the easy call, Stingray City the memorable one. Go ashore early — the last tender back always fills up.
Cozumel
The reef diving is world class and starts a few hundred yards from the pier. Tulum is doable but eats the entire day.
Browse Caribbean sailings with dates, ships and current US-dollar fares from our supplier feed. Cabin availability is checked when you view cabins.