Sunlit mornings and effervescent nights. Kaleidoscopic reefs and exhilarating coastal hikes. Exclusive beach clubs and epic bonfire goodbyes. We’ve selected the most incredible destinations in the Caribbean to satisfy every part of yourself and all your exploratory cravings. And by curating itineraries with late stays, we’ll show you the real people and real experiences that make each port so special.
The Captivating Caribbean
4-5 Night Voyages from Miami
Adults-only 4–5 night Caribbean sailings from Miami with vibrant ports like Grand Turk, Key West, Cozumel, and Bimini — all with no hidden fees and unbeatable value. Perfect for Sailors wanting a quick escape with full Caribbean flavor.
5-8 Night Southern Caribbean from San Juan
Adults-only 5–8 night Caribbean voyages from San Juan with deeper destinations and longer days ashore. Port-intensive itineraries, select late nights, and Virgin’s Always Included value make it an elevated week-long escape.
6-8 Night Western Caribbean from Miami
Virgin Voyages 6-8-night Western Caribbean sailings blend adventure and relaxation — from meeting Grand Cayman’s stingrays to hiking Ocho Rios’ rainforests to unwinding at our private Beach Club at Bimini. Kids-free, stress-free, and hidden-fee-free, these voyages feel effortlessly freeing.
6-9 Night Eastern Caribbean from Miami
Slip into the calm blue rhythm of the Eastern Caribbean on our 6–9 night, kids-free voyages from Miami. Visit Puerto Plata, Grand Turk, St. Maarten, San Juan, and Samaná — where serene beaches, vivid waters, and elevated dining make every moment feel indulgent.
10+ Night Caribbean from Miami
Our 10+ night Caribbean voyages from Miami are ideal for Sailors who want more time and deeper exploration. These adults-only sailings reach farther destinations, offer late nights and overnights in key ports, and include more sea days to relax and enjoy everything onboard — our most immersive Caribbean experience.
Itinerary details, including arrival/departure times and days of port calls, are subject to change.
To best take advantage of the incredible sunsets in Bimini, our ship departure time may change with the seasons.
Please refer to www.firstmates.com/fmdc/s/destinations for the most updated itineraries.