Cuba Explorer
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From May 1, Until Aug 18

Explore a side of Cuba that few rarely get to experience on this nine-day adventure. Cruise Havana’s history-infused streets in a classic car and stroll along Trinidad’s cobblestone avenues to the rhythms of music floating from open windows. Tour a tobacco plantation for a taste of iconic Cuban culture and luxuriate in the view of the island’s rolling western hills. Travel by private air-conditioned vehicle is well-paced, so you're refreshed and ready to explore the island’s vibrant culture and tropical airs.

Latin America
  • Duration: 9 Days
  • Guaranteed Departure: Yes
  • For lovers of:
  • Physical rating: Light
  • Accommodation standard:   Moderate%
  • Traveller Tour Rating: 0%  
  • Your Guide: English speaking
  • Supplier Tour ID: CCCE.C/207950
  • Starts: Havana, Cuba
  • Finishes: Havana, Cuba
You will Visit
  • Havana
  • Viñales
  • Trinidad



Day 1: Havana

Arrive at any time. An arrival transfer is included to the tour's starting point, a "casa particular" (Cuban home used as a bed and breakfast), for an authentic Cuban experience.
Arrive in Havana at any time and transfer your casa particular. One of the oldest cities in the western hemisphere, Havana was designated a World Heritage Site by UNESCO in 1982. It contains a wealth of colonial architecture, and the old city and streets around the malecon (ocean-side walkway) are best discovered on foot.

After the group welcome meeting at 6pm, we will be heading out for a meal in a nearby local restaurant (optional). If you arrive late, the leader will leave you a message at the front desk.


Day 2: Havana

Enjoy a walking tour of historic Old Havana before hopping in a vintage automobile to cruise through the city. Enjoy free time in the afternoon to explore Cuba's capital.
Learn more about the city's history on an included walking tour of Old Havana. After, enjoy an included tour in vintage automobiles. Revel in the bustle, history, and rhythms of this fascinating Caribbean capital city. After lunch spend time exploring Havana with a free afternoon.


Day 3: Havana

Take advantage of a free day to explore Havana and discover the city's rhythm. Enjoy dinner in a local restaurant with the group.
Our last full day in Havana, spend the morning taking in the sights, sounds, and hustle-and-bustle of the city.


Day 4: Viñales

Travel to lush Viñales with a cigar factory tour en route.
A short trip west brings us to "The Garden Province" of Pinar del Rio and to the Valley of Viñales with the town of the same name. Enjoy an included cigar factory tour en route before getting your cameras ready for the lush vistas and pincushion hills around Viñales, called mogotes.


Day 5: Viñales

Take a walk through the countryside to enjoy the stunning outdoors. Enjoy free time in Viñales in the afternoon.
Arguably one of the prettiest natural areas in Cuba, take the chance to explore the area, or simply sit back and enjoying the view.


Day 6: Trinidad

Travel to Trinidad, tour the city, and opt to take a salsa dancing lesson.
A trip south brings us through the beautiful Topes de Collantes region to the southern coastal city and UNESCO World Heritage Site of Trinidad. We include a tour of the area to get your general bearings; the rest of the time is free to wander the cobblestone streets, shop, and experience the great music scene that has made this city famous.


Day 7: Trinidad

Enjoy a free day in Trinidad to discover this Spanish colonial town that was founded in the 16th century and still preserves a look and feel of the past.


Day 8: Sancti Spiritus/Santa Clara/Havana

Take a guided tour of key historical sites, including the famous Che monument in Santa Clara and the town of Sancti Spiritus, en route back to Havana. Opt to stroll around Plaza Serafin Sánchez for superb people-watching by night.
Head east along the Carretera Central to the city of Santa Clara, a key location in the history of the Revolution. On your way into town visit key historical sites, including the massive Che monument (Santa Clara is also the final resting place of Che Guevara) before settling in for the night.

After exploring some of the revolutionary sites, enjoy a guided tour of Sancti Spiritus, one of the best preserved cities in the Caribbean from the time of the sugar trade.

Travel back to the north coast to Havana for your final night on the town with the group.


Day 9: Havana

Depart at any time.

    • Arrival transfer
    • Walking tour of Old Havana
    • Havana City tour in vintage automobiles
    • Revolution Square visit (Havana)
    • Cigar factory tour in Pinar del Rio with demonstrations
    • Viñales and Trinidad orientation walks
    • Visits and entry to the Che monument and historical sites in Santa Clara
    • Guided tour of Santa Clara and Sancti Spiritus
    • Free time in Havana and Viñales
    • Informal Spanish lesson
    • All transport between destinations and to/from included activities
    • Casas particulares (homestays) (8 nts)
    • 8 breakfasts, 3 lunches, 3 dinners
    • Private vehicle, vintage automobiles, boat, walking
    Group Leader
    • Chief Experience Officer (CEO) throughout, local guides
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Tour Highlights:
  • Cruise through Havana in a vintage automobile
  • Watch local experts make the famous Cuban cigar
  • Explore the fascinating culture and history of Cuba
  • Stay at local homestays for an authentic Cuban experience