Cuba Explorer

Classic, Havana to Havana

Image by G Adventures

Tour description provided by G Adventures

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 breezes.

What’s included

  • Your Local Living Moment: Havana Homestay, Havana
  • Arrival transfer
  • Walking tour of Old Havana
  • Havana City tour in vintage automobiles
  • Revolution Square visit (Havana)
  • Cigar tour in Pinar del Rio with demonstrations
  • Viñales and Trinidad orientation walks
  • Giron Museum visit (Bay of Pigs)
  • Visits and entry to the Che monument and historical sites in Santa Clara
  • Guided tour of Santa Clara
  • Free time in Havana and Viñales
  • Informal Spanish lesson
  • All transport between destinations and to/from included activities


  • 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


Day 1 Havana 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. Additional Notes: It is important to note that Cuba tends to be quite different to other areas of the world you may have travelled in. Buildings and infrastructure are generally old and may not have been maintained to the highest standard. Elevators, internet and A/C often break down, things happen very slowly and water pressure and hot water can be minimal. Cuba is an amazing place to visit but to fully enjoy and relax, western expectations should be left at home and your sense of adventure should be your guide. Included Activities: Arrival Day and Welcome Meeting Havana Homestay Transport: You will be met at the airport and transferred to the start location to start your adventure. Please note, the included arrival transfer is from Havana's José Martí International Airport (HAV). If you are flying into Varadero (VRA) you will need to pre-pay a supplement to receive a transfer. Please reach out to your G Adventures booking agent for pricing and availability. Arrival Airport Transfer
Day 2 Havana (1B, 1L) 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. Included Activities: Havana City Tour in Vintage Car Informal Spanish Lesson Havana City Walking Tour
Day 3 Viñales (1B, 1L) 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 tour en route before getting your cameras ready for the lush vistas and pincushion hills around Viñales, called mogotes. Included Activities: Cigar Tour Transport: Private Vehicle (3.00-4.00 hours, 189km)
Day 4 Viñales (1B) Arguably one of the prettiest natural areas in Cuba, take the chance to explore the area, or simply sit back and enjoying the view. Included Activities: Viñales orientation tour
Day 5 Viñales/Cienfuegos (1B, 1L) Settle in for a travel day to Cienfuegos. Along the way, stop off at the Giron Museum at the Bay of Pigs to learn more about the US military involvement with Cuba. Opt to go for a swim in the beautiful waters before continuing on to the seaside town of Cienfuegos. Included Activities: Giron Museum Visit Transport: Private Vehicle (5.00 hour(s), 370km) Private Vehicle (1.50-2.00 hours, 100km)
Day 6 Cienfuegos/Trinidad (1B) 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. Included Activities: Trinidad Guided Tour Transport: Private Vehicle (1.00-1.50 hours, 80km)
Day 7 Trinidad (1B, 1D) 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 Trinidad/Havana (1B, 1D) 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). Travel back to the north coast to Havana for your final night on the town with the group. Included Activities: Che Guevara's Monument Visit Transport: Private Vehicle Private Vehicle (3.00 hour(s))
Day 9 Havana (1B) Depart at any time. Additional Notes: Check out from the hotel is approx. 12pm midday. Included Activities: Departure Day