Eastern Caribbean
Royal Caribbean
from $699 pp
Check datesCaribbean cruises from Miami sail year round in three directions: eastern (St Thomas, San Juan), western (Cozumel, Grand Cayman) and southern (Aruba, Curacao) on longer sailings. Eight major lines compete on the routes, with 5 to 8 night fares of $299 to $1,800 per person depending on season and ship.
Royal Caribbean
from $699 pp
Check datesMSC Cruises
from $449 pp
Check datesMSC Cruises
from $599 pp
Check datesCarnival Cruise Line
from $389 pp
Check datesEastern loops are the postcard: beach islands, big shopping ports and every line's private island. Western loops trade beaches for the best excursion menu in cruising, Mayan ruins, Stingray City, zip lines. Southern routes need 8 or more nights to reach the ABC islands, but they sit below the hurricane belt, which makes them the smart buy for September and October sailings.
| Route | Signature calls | Best for | Typical 7 night fare |
|---|---|---|---|
| Eastern | St Thomas, St Maarten, San Juan, private islands | Beaches and duty-free shopping | $599 to $1,100 |
| Western | Cozumel, Grand Cayman, Jamaica, Roatan | Excursions: ruins, reefs, rivers | $449 to $900 |
| Southern | Aruba, Curacao, Bonaire | Guaranteed sun below the hurricane belt | $599 to $1,300 on 8+ nights |
No port offers more Caribbean departures per week, which means no port is more forgiving on price. Any given island can be reached on a budget ship, a family megaship or an adults-only ship in the same month, and unsold cabins on that much capacity are exactly why our last minute page exists. If your dates are fixed, compare at least three lines for the same week before booking, the spread on identical itineraries routinely exceeds $300 per person.
Our cruise desk sees agent-only pricing, cancellation returns and unpublished promotions across every major line. Two minutes on the phone regularly beats an hour of tab comparison.
Eastern from Miami: the sea days are gentle, the ports are easy, and every major line's newest hardware sails it. Western is the better second cruise once excursions matter more than beaches.
September through early November, hurricane season, with southern routes the safest weather bet in those months. 7 night interiors fall under $550. Prices checked: July 2026.
Peak dates (holidays, spring break) at itinerary release. Everything else during Wave Season sales, or inside 60 days if you are flexible. See our best time to book guide for the full strategy.
Tell us your dates and nearest port. A cruise specialist replies with real availability and any unpublished rates, usually within the hour during desk hours.