Eastern Caribbean Cruises
Powder beaches, turquoise coves and duty-free harbors. Eastern Caribbean cruises serve up the region’s postcard islands — St. Thomas, St. Maarten and San Juan.
The Eastern Caribbean is the classic warm-weather cruise: short flights to Florida or San Juan, calm seas and a string of beach-and-shopping islands — St. Thomas, St. Maarten, San Juan, Tortola and the private islands. A cruise specialist matches you to the right ship, departure port and cabin for the beaches you want.
Why Cruise the Eastern Caribbean?
Postcard beaches
Magens Bay, Orient Beach and powder-soft sand.
Easy & warm
Short flights, calm seas and year-round sun.
Shop & snorkel
Duty-free harbors and clear-water reefs.
Private islands
Line-owned beach days in the Bahamas.
Eastern Caribbean Ports
St. Thomas
Magens Bay and duty-free Charlotte Amalie.
St. Maarten
Dutch-French island with Orient Beach.
San Juan
Old San Juan’s forts and colonial streets.
Private islands
Line-owned Bahamas beach retreats.
Popular Departure Ports
- Miami, Fort Lauderdale & Port Canaveral
- San Juan, Puerto Rico
- New York & Cape Liberty
- 3–5 night Bahamas short cruises
- 7-night Eastern Caribbean loops
Ready to sail the Eastern Caribbean?
Tell us your dates, departure port and island wish-list and we’ll match the perfect sailing. Get up to 5 free, no-obligation quotes from a cruise specialist.
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Eastern Caribbean Cruises — Frequently Asked Questions
What islands do Eastern Caribbean cruises visit?
Typically St. Thomas, St. Maarten, San Juan, Tortola and often a line’s private island in the Bahamas.
Eastern or Western Caribbean?
Eastern favors beaches and shopping; Western favors reefs, ruins and adventure. A specialist matches the itinerary to what you love.
When is the best time to go?
December–April is peak dry season; late spring and fall offer lower fares, with the best prices (and some weather risk) in hurricane season.
How do I get a quote?
Request up to 5 free, no-obligation quotes from a cruise specialist and compare ships, ports and cabins.