DestinationsCaribbean
Destination Guide

Caribbean

The world's most beloved cruise destination. 7,000 islands spread across turquoise water from the Florida Keys to the coast of Venezuela — each with its own culture, cuisine, and coastline.

Best Season
Dec – April
Cruise Length
3–14 nights
From Southeast US
2–4 hour flight
Water Temp
78–84°F year-round
Why the Caribbean

The World's Most Popular Cruise Region — For Good Reason

The Caribbean offers more variety than any other cruise destination. Beach lovers find powder-white sand and warm, calm water. History buffs explore sugar plantation ruins and colonial fortresses. Divers access some of the world's richest coral reef systems. Foodies indulge in some of the most distinctive cuisines in the world.

The Western Caribbean (Cozumel, Roatán, Belize) offers Mayan ruins and world-class diving. The Eastern Caribbean (St. Thomas, Barbados, St. Lucia) is upscale, lush, and culturally rich. The Southern Caribbean ventures into the most authentic, least-touristy islands.

7,000+
Islands in the Caribbean
40+
Port Cities on Most Itineraries
82°F
Average Water Temperature
#1
World's Most Cruised Destination
34 Million
Cruise passengers annually
Gallery

Caribbean Islands in Living Color

Caribbean Beach
Caribbean Beach
St. Thomas, USVI
St. Thomas, USVI
Barbados Coastline
Barbados Coastline
St. Lucia Pitons
St. Lucia Pitons
Curaçao Harbour
Curaçao Harbour
Caribbean Waters
Caribbean Waters
Shore Excursions

Top Caribbean Ports of Call

St. Thomas, USVI

St. Thomas, USVI

Duty-Free Shopping & World-Class Diving

The most visited US Virgin Island offers an extraordinary combination of duty-free shopping in Charlotte Amalie, pristine beaches, and some of the best snorkeling in the Caribbean. Magens Bay is consistently rated one of the world's most beautiful beaches. The views from Drake's Seat — a hillside overlook — are breathtaking.

Must-Do in St. Thomas
01Magens Bay Beach
02Coral World Ocean Park
03Trunk Bay snorkeling (St. John, 20min ferry)
04Charlotte Amalie duty-free shopping
05Skyride to Paradise Point
06Hassel Island hiking
Plan This Port Visit
When to Go

Caribbean by Season

🌴

Winter

🌡 75–82°F👥 Peak

Prime time for the Caribbean. Dry, sunny, and breezy. Hurricane season is over and the trade winds keep everything comfortable. Book 4–6 months in advance for the best cabins and pricing.

Top Activities
Beach & watersports in ideal conditions
Whale watching season begins
Sailing & yacht charters
All inclusive resort stays
New Year cruises
Events & Festivals
St. Kitts Music FestivalLate June
📍 St. Kitts
Barbados Jazz FestivalJanuary
📍 Bridgetown
St. Barts New Year's RegattaJanuary 1
📍 Gustavia
Crestwell Recommends

December through April is peak Caribbean season. Book 4–6 months early for the best cabin selection and pricing on 7-night sailings.

Plan Winter Caribbean Trip
Ready for the Caribbean?

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