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Cuba Explorer — Plus image
Find trips›Cuba›Cuba Explorer — Plus
GOperated by G Adventures

Cuba Explorer — Plus

From
Price on request
Duration
9 days
Countries
Cuba
Activity
easy
Group size
Max 12

The adventure

Part of our new Travel with Confidence Plus Collection, this trip features a smaller group size, private transportation, en-suite bathrooms, and a discounted rate for My Own Room. 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.

◆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.
◆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.
◆Travel to lush Viñales with a cigar tour en route.
◆Take a walk through the countryside to enjoy the stunning outdoors. Enjoy free time in Viñales in the afternoon.
◆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.
◆Travel to Trinidad, tour the city, and opt to take a salsa dancing lesson.
◆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.
◆Start the day with a visit to the G Adventures–supported Manaca Iznaga community centre that enables local women to sell traditional textiles. Take a guided tour of key historical sites, including the famous Che monument in Santa Clara, en route back to Havana.
◆Depart at any time.

At a glance

Duration
9 days
Route
Havana → Havana
Countries
Cuba
Activity level
easy
Style
Beach & Islands, Culture & History
Group size
Max 12
Ages
12+
Flights
Not included
Solo travellers
Welcome

Where you'll go

Cuba Explorer — Plus image

Day by day

Aerial view of lush green countryside with fields, forests, and distant mountains under a clear blue sky.
Your journey through

Cuba

Showing Days 1-7

9-day itinerary

Day 1Arrival dayArrivalArrive 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.
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 2Enjoy a walking tour of historic Old Havana…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.
A classic car parked on a lively street in Havana, Cuba, capturing the essence of local culture and architecture.Havana
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.
Map showing Havana
Day 3Travel to lush Viñales with a cigar tour en routeA 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.
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.
Day 4Take a walk through the countryside to enjoy…Arguably one of the prettiest natural areas in Cuba, take the chance to explore the area, or simply sit back and enjoying the view.
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 5Settle in for a travel day to Cienfuegos
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.
Day 6Travel to TrinidadA 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.
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 7Enjoy a free day in Trinidad to discover…
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.
1 / 2

Discover Cuba

A glimpse of the destination you'll explore.

A stunning aerial view of the lush green countryside and mountains in Cuba, under a clear sky.
Beautiful cityscape view of Havana, Cuba with its iconic architecture and waterfront under a clear sky.
A picturesque view of Vinales Valley in Cuba with lush greenery and striking mountains.
Picturesque view of small village between bright green mounts under sky with clouds in daytime
Magnificent scenery of tropical vast Vinales Valley located on bottom of rough green mountains on sunny weather
G
Operated by G Adventures

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