Falmouth
Georgian Jamaica near Dunn's River.
Heads up: Beyond the gated cruise village, Jamaica's big sights are 45-90 min drives.
Cozumel
Mexico's diving mecca and Mayan ruins.
Heads up: Only Punta Langosta pier is walkable to town; beach clubs all need a taxi.
Costa Maya
Gateway to jungle ruins at Chacchoben.
Heads up: The 'port' is a built-for-cruisers mall; Chacchoben ruins are an hour's drive.
Roatán
On the Mesoamerican reef.
Heads up: The famous West Bay beach is a 20-30 min taxi from either pier.
Grand Cayman
Seven Mile Beach and stingrays.
Heads up: Always a tender port; queues plus a taxi make Seven Mile Beach ~45 min away.
San Juan
500-year-old Spanish fortress city of blue cobblestones.
Heads up: The forts are walkable but uphill; allow 20 sweaty minutes to El Morro.
St. Thomas
Duty-free shops and Magens Bay beach.
Heads up: Magens Bay is a 20-min taxi over the mountain; town is a hot 30-min walk.
St. Maarten
Half Dutch, half French; jets over Maho Beach.
Heads up: The $8 water taxi beats the 20-min walk along the road.
Puerto Plata
Dominican amber coast.
Heads up: Two different ports: Taino Bay is walkable to town, Amber Cove is not.
Nassau
Straw markets, conch, pink-sand beaches.
St. Lucia
The Pitons rise from the sea.
Heads up: The postcard Pitons are a 90-min mountain drive from the dock.
Aruba
Eagle Beach, outside the hurricane belt.
Heads up: Palm Beach and Eagle Beach still need a 15-20 min bus or taxi.
When is the best time to cruise Caribbean?
The Caribbean sails year-round. December to April is the dry, reliable high season (and the priciest). August to October is hurricane season — fares drop, but itineraries can change on short notice. Late spring is the sweet spot for weather-versus-price.
How long are Caribbean cruises?
The Caribbean sailings CruiseIndex tracks run 5 to 44 nights.
Which ports do Caribbean cruises visit?
Tracked Caribbean itineraries call at Falmouth, Cozumel, Costa Maya, Roatán, Grand Cayman and San Juan.
What is the best cruise ship in Caribbean?
Silver Moon (Silversea Cruises) currently holds the region's top Vessel Class grade, #5 in our fleet-wide ranking.
Vessel Class and Review Score scores are live and real. Fares shown on sailing pages are preview samples until the live fare feed arrives.