Itinerary Ideas | Caribbean Travel Guide

Itinerary Ideas

Sunset over Grace Bay, Providenciales, Turks and Caicos. Photo via Wikimedia Commons.

Three ways to do the Caribbean, from one island deep to three islands in ten days.

One island, seven days: Jamaica

Days 1-2: Kingston (Bob Marley Museum, Devon House, Dub Club Sunday). Day 3: Blue Mountains day trip. Days 4-5: Port Antonio (Frenchman's Cove, Blue Lagoon, Reach Falls). Days 6-7: Montego Bay and Doctor's Cave Beach, fly home from MBJ.

One island, seven days: Puerto Rico

Days 1-3: Old San Juan (El Morro, San Cristóbal, La Placita). Day 4: El Yunque. Day 5: bioluminescent bay kayak (Vieques overnight or Fajardo). Day 6: Guavate pork highway. Day 7: Rincón or Ponce, fly home from SJU.

Two islands, ten days: DR + Puerto Rico

Days 1-4: Santo Domingo's Colonial Zone and a Samaná whale day trip (January-March) or Saona Island. Fly Santo Domingo to San Juan (short hop). Days 5-7: Old San Juan and El Yunque. Days 8-10: Vieques (Mosquito Bay) or Culebra (Flamenco Beach).