Destination
Eastern Caribbean
Sail through some of the clearest water on earth. Eastern Caribbean cruises typically stop in San Juan, St. Thomas, St. Maarten, and private cays - perfect for first-time cruisers who want a mix of beach days, snorkeling, and culture.
What you should know
- 7-night cruises from $899 pp
- Multiple ports per trip
- Family-friendly + adults-only options
Best time to visit
December through April - outside hurricane season and outside the rainy months.
Currency
US Dollar accepted almost everywhere; some islands use Eastern Caribbean Dollar.
Passport
U.S. passport book required for fly-in trips; closed-loop cruises from a U.S. port can use a passport card or birth certificate + ID.
How we plan it
Tell us your dates and party size, and Roger personally builds you 2 to 3 options with cruise lines, ships, or resorts that fit your style and budget. No pressure, no booking fees - you pay the same as booking direct, with expert help included.
Eastern Caribbean FAQ
Common questions about Eastern Caribbean.
- How many days should I plan?
- 7 nights is the sweet spot - enough to see 3-4 ports without feeling rushed.
- Will I get seasick?
- Modern ships have stabilizers; the Eastern Caribbean is one of the calmest itineraries. Bring meclizine just in case.
- Are excursions included?
- Not in the cruise fare. We help you book them in advance at lower prices than buying onboard.
Also worth a look
Related destinations
The Bahamas
Quick-getaway cruises and private-island stays - the easiest way to feel a thousand miles from home.
Mexico & The Riviera Maya
All-inclusive resorts, ancient ruins, and world-class cenotes a short flight from anywhere in the Southeast.
Honeymoons
All-inclusive resorts, overwater bungalows, and adults-only escapes - built around what the two of you want.