Caribbean Cruises
Turquoise waters and endless sunshine
The Caribbean is the most popular cruise destination in the world — and for good reason. Crystal-clear turquoise water, white-sand beaches, vibrant cultures, and year-round sunshine create the ultimate vacation backdrop. Whether you seek Eastern Caribbean history, Western Caribbean adventure, or Southern Caribbean charm, Pam Jaffe crafts the perfect itinerary.
Highlights
- Eastern Caribbean: St. Maarten, St. Thomas, Puerto Rico
- Western Caribbean: Cozumel, Roatan, Costa Maya, Belize
- Southern Caribbean: Aruba, Curaçao, Barbados, St. Lucia
- Private island destinations: CocoCay, Great Stirrup Cay, Ocean Cay
- Year-round warm weather and calm seas
Top Ports of Call
Cruise Lines We Recommend
Frequently Asked Questions
What is the best Caribbean cruise itinerary?
The best itinerary depends on your priorities. Eastern Caribbean is ideal for shopping and history (St. Thomas, St. Maarten). Western Caribbean offers adventure activities (Roatan zip lines, Mayan ruins in Belize). Southern Caribbean has the most off-the-beaten-path islands (Aruba, Curaçao, Barbados). Pam can match you with the perfect fit.
When is hurricane season in the Caribbean?
Hurricane season runs June 1 through November 30, with peak activity in August–October. However, most Caribbean cruises operate year-round — ships reroute around weather. Travel insurance is always recommended. The official hurricane-free Southern Caribbean (south of 12°N latitude) is a great option during hurricane season.
Which Caribbean island is best for first-time visitors?
The Bahamas (Nassau or Perfect Day at CocoCay) is ideal for first-timers — easy, beautiful, and very close to Florida. St. Thomas is another excellent first-timer island with excellent shopping, beaches, and clear waters.
How do I choose between Eastern and Western Caribbean?
Eastern Caribbean focuses on island-hopping with beach days, duty-free shopping, and colonial history (Puerto Rico, St. Maarten, St. Thomas). Western Caribbean is better for adventure, Mayan ruins, and deeper cultural experiences (Cozumel, Belize, Honduras). Many travelers do one, love it, then book the other.
Ready to Cruise Caribbean?
Pam Jaffe plans every Caribbean cruise with firsthand expertise — from cabin selection to shore excursions. Everything is completely free.