Caribbean independent travel

9 stops through Cuba, Dominican Republic, Jamaica, Puerto Rico. Follow them in order, or choose a shorter stretch.

Havana → Viñales → Trinidad → Santo Domingo → … (+5 stops)

Havana · Viñales · Trinidad · Santo Domingo · Las Terrenas · Kingston · Negril · San Juan · Vieques1. Havana2. Viñales3. Trinidad4. Santo Domingo5. Las Terrenas6. Kingston7. Negril8. San Juan9. Vieques
Dots follow the stops below. The dotted line shows travel order, not roads.

~ marks an estimate. Budgets are per day in US dollars. Check services and fares before setting out.

  1. A view of Havana
    Plate 0587 · Havana · 23.12°N 82.39°W · 59 mPhoto: Reinhard Hurt · CC BY-SA 3.0 · Wikimedia Commons

    Havana

    Cuba · Daily budget ~$59

    Havana is Cuba's capital, known for its music and cultural life. Historic buildings and monuments give a city stay plenty of architectural interest.

    Havana to Viñales

    Bus~5 h~$23

  2. Viñales

    Cuba · Daily budget ~$48

    Viñales is a valley town beneath steep limestone formations called mogotes. Tobacco farmland and the surrounding UNESCO-listed landscape make it a base for rural exploration.

    Viñales to Trinidad

    Transport details are not recorded.

  3. A view of Trinidad
    Plate 0639 · Trinidad · 21.80°N 79.98°W · 60 mPhoto: Dieter Mueller, dino1948 · CC BY-SA 3.0 · Wikimedia Commons

    Trinidad

    Cuba · Daily budget ~$42

    Trinidad's cobbled lanes weave between pastel colonial mansions and old churches. Salsa music and rum cocktails add to the atmosphere of its UNESCO-listed old town.

    Trinidad to Santo Domingo

    Transport details are not recorded.

  4. A view of Santo Domingo
    Plate 0577 · Santo Domingo · 18.47°N 69.89°W · 14 mPhoto: Caribeanvybz · CC BY-SA 4.0 · Wikimedia Commons

    Santo Domingo

    Dominican Republic · Daily budget ~$80

    Santo Domingo's Zona Colonial brings together historic churches, fortifications and former colonial residences. The UNESCO-listed district is a focus for exploring the city's architecture.

    Santo Domingo to Las Terrenas

    Transport details are not recorded.

  5. A view of Las Terrenas
    Plate 0617 · Las Terrenas · 19.32°N 69.53°W · 17 mPhoto: UR3IRS · CC BY-SA 3.0 · Wikimedia Commons

    Las Terrenas

    Dominican Republic · Daily budget ~$62

    Las Terrenas mixes public beaches with hotels and cottages close to the sand. Local food and town life complement beach time on the Samaná Peninsula.

    Las Terrenas to Kingston

    Transport details are not recorded.

  6. A view of Kingston
    Plate 0626 · Kingston · 17.97°N 76.79°W · 9 mPhoto: Ralf Steinberger from Northern Italy and Berlin · CC BY 2.0 · Wikimedia Commons

    Kingston

    Jamaica · Daily budget ~$82

    Kingston offers reggae history through Trench Town and Bob Marley's former home and studio. Museums provide another route into Jamaica's cultural life.

    Kingston to Negril

    Transport details are not recorded.

  7. A view of Negril
    Plate 0710 · Negril · 18.31°N 78.34°W · 10 mPhoto: wardyboy400 · CC BY 2.0 · Wikimedia Commons

    Negril

    Jamaica · Daily budget ~$75

    Negril combines white-sand beaches with a rocky cliff coast in western Jamaica. Clear, warm water and a relaxed resort atmosphere shape a stay here.

    Negril to San Juan

    Transport details are not recorded.

  8. San Juan

    Puerto Rico · Daily budget ~$103

    Spanish military forts and colorful colonial streets anchor the capital's historic core. Condado and Isla Verde add nearby beaches to an urban stay.

    San Juan to Vieques

    Transport details are not recorded.

  9. A view of Vieques
    Plate 0693 · Vieques · 18.12°N 65.42°W · 37 mPhoto: https://www.flickr.com/people/jasonsager/ · CC BY-SA 2.0 · Wikimedia Commons

    Vieques

    Puerto Rico · Daily budget ~$150

    Vieques draws evening explorers to Mosquito Bay, where bioluminescent organisms glow blue-green. Boat tours and kayak trips offer ways to see the water light up.

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