From San Juan, Puerto Rico
Cruises from San Juan to the Caribbean
3 cruise lines in our guides sail from San Juan to the Caribbean. Here's how the season, length and lines compare, and what to know before embarkation day.
- Best months
- Dec to Apr
- Typical length
- 7 nights is standard
- Lines
- 3
Which lines sail from San Juan to the Caribbean?
- Royal Caribbean International
Energetic, family-friendly and packed with headline attractions; think floating theme park with a good Broadway show at night. - Viking
Quiet, elegant and intellectually curious; think a stylish Nordic hotel where the evening entertainment might be a history lecture. - Virgin Voyages
Adults-only and boutique-hotel cool, with a playful, sometimes cheeky edge and a late-night social scene.
Ships recently or currently deployed on this route include Resilient Lady. Deployments change season to season, so we confirm the ship for your dates when we quote.
When to go
- January: Best time, average high 83 degrees F
- February: Best time, average high 84 degrees F
- March: Best time, average high 85 degrees F
- April: Best time, average high 86 degrees F
- May: Shoulder season, average high 87 degrees F
- June: Cruises run, average high 89 degrees F
- July: Cruises run, average high 89 degrees F
- August: Cruises run, average high 89 degrees F
- September: Cruises run, average high 89 degrees F
- October: Cruises run, average high 89 degrees F
- November: Shoulder season, average high 86 degrees F
- December: Best time, average high 84 degrees F
- Best time
- Shoulder season
- Cruises run
- Few or none
Temperatures in Fahrenheit, long-term averages. Climate source.
Cruises run all year. December through April is the drier, less humid season with the most reliable weather and the highest demand. June through November is Atlantic hurricane season, with the greatest storm activity from mid-August through mid-October; ships reroute around storms, so itineraries can change.
The Atlantic hurricane season officially runs June 1 to November 30, and NOAA data shows most activity from mid-August to mid-October. Cruise ships are fast enough to steer around storms, so the usual effect is a changed itinerary (a port swapped or skipped, or an extra sea day) rather than danger, but departures can be delayed if a home port closes. Summer brings afternoon showers and high humidity everywhere; winter cold fronts can make the northern islands and the Bahamas breezy and choppy.
Where you'll stop
Itineraries vary by line and length. These are the ports the Caribbean cruises most often visit:
- Cozumel, Mexico: A major cruise hub with clear-water reef snorkeling and diving, beach clubs and ferries to Playa del Carmen.
- Charlotte Amalie, St. Thomas, US Virgin Islands: A US territory with Magens Bay beach, duty-free shopping and a short ferry ride to St. John's national park beaches.
- Philipsburg, St. Maarten, Sint Maarten: Walkable beach and shopping town on an island split between Dutch and French sides, with Maho Beach and its low-flying jets nearby.
- George Town, Grand Cayman, Cayman Islands: Stingray City sandbar trips, Seven Mile Beach and excellent snorkeling; ships anchor here and tender passengers ashore.
- Nassau, Bahamas: An easy first stop on short cruises, with beaches, a historic downtown and day passes to resort water parks.
- Oranjestad, Aruba, Aruba: Reliable dry, sunny weather and long white beaches such as Eagle Beach, a short ride from the cruise pier.
Before you sail from San Juan
From SJU, taxis and rideshare reach the Old San Juan piers in roughly 20 to 30 minutes, and Puerto Rico's tourism taxis use set zone fares from the airport. Cruise lines also sell airport transfers. If your ship uses the Pan American Piers on Isla Grande, make sure your driver knows, since that is a different location from the old-city piers.
Few cruisers drive to the San Juan piers. Public garages in and around Old San Juan offer multi-day parking, but space is tight; if you are a local driving in, confirm overnight rules and rates with the garage in advance.
- U.S. citizens do not need a passport to fly to Puerto Rico, but a passport is recommended for a Caribbean cruise in case you need to fly home from another island.
- Confirm whether your ship uses the Old San Juan piers or the Pan American Piers on Isla Grande.
- Spend a night in Old San Juan; the forts and streets are a short walk from the ship.
- Expect warm, humid weather year-round and pack accordingly for the walk to the terminal.
Documents: Cruises that begin and end at the same US port are "closed-loop" sailings. U.S. Customs and Border Protection says US citizens on a closed-loop cruise can re-enter the United States with a birth certificate plus a government-issued photo ID, and children under 16 need only proof of citizenship such as a birth certificate (most lines want an original or certified copy, not a photocopy). CBP also warns that the countries your ship visits may still ask for a passport, and cruise lines can set stricter rules than the government does. We recommend a passport book anyway: if you miss the ship or have to fly home early from a foreign port, you cannot board an international flight without one, and a passport card works only for land and sea crossings. Non-US citizens, including green card holders, have different rules. Check current requirements with your cruise line and the State Department before you sail.
More detail: our full San Juan cruise port guide and our Caribbean cruise guide.
Related routes
Also from San Juan: Southern Caribbean, Eastern Caribbean.
Caribbean from other ports: Cape Liberty (Bayonne), Fort Lauderdale, Galveston, Miami, New Orleans, New York City, Port Canaveral, Tampa.
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