Cuba·13 - 20 November 2025

Exploring Cuba: Art, History, and Rhythm

On this people-to-people tour, experience Cuba’s vibrant culture, rich history, and timeless charm from Havana to Trinidad.

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Overview

Join us on an unforgettable adventure through Cuba, where every step reveals the island's rich history, vibrant arts, and infectious rhythms. From Havana's colorful streets to Trinidad's cobblestone charm, this immersive journey invites you to explore Cuba’s hidden gems and dynamic cultural landscape. Stroll through the UNESCO-listed streets of Old Havana, where colonial architecture meets lively street art, and uncover the fascinating legacy of Ernest Hemingway at his former home. Experience the island’s rhythm firsthand with a sunset ride in a classic American convertible along the iconic Malecón, and feel the pulse of Afro-Cuban culture in lively neighborhoods. Beyond the landmarks, you'll connect with local artisans, taste authentic Cuban cuisine, and delve into the revolutionary history that shaped the nation. Whether you’re soaking in the sights, sounds, or flavors, this adventure blends history, art, and the true spirit of Cuba into an experience that will stay with you long after you return. NOTE: This is a People to People tour that follows all the US Department of State guidelines for a Cuban visit allowing for meaningful interaction with the Cuban people.

Highlights

Savor a perfect pairing of fine Cuban rum, cigars, and chocolate

Savor a perfect pairing of fine Cuban rum, cigars, and chocolate

Step into history at Hemingway’s iconic home, Finca Vigía

Step into history at Hemingway’s iconic home, Finca Vigía

Explore Old Havana's vibrant streets

Explore Old Havana's vibrant streets

Cruise through Havana’s streets in a classic American convertible at sunset

Cruise through Havana’s streets in a classic American convertible at sunset

Master the rhythm of Cuba in an exciting salsa dance lesson

Master the rhythm of Cuba in an exciting salsa dance lesson

Tour through Gran Teatro Alicia Alonso, home of the Cuban National Ballet

Tour through Gran Teatro Alicia Alonso, home of the Cuban National Ballet

Visit the Habana Compás Dance Company during a performance

Visit the Habana Compás Dance Company during a performance

Visit the studio of the renowned Cuban artist Yudit Vidal

Visit the studio of the renowned Cuban artist Yudit Vidal

Itinerary

Here's a day-by-day itinerary of the trip:

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Havana

Day 1: Thursday, November 13th, 2025

Welcome to the vibrant heart of Cuba! A friendly representative will meet you at the Havana International Airport and assist with your transfer to the Hotel Boutique La Distancia. Take your first look at modern Havana on the way to the hotel. Enjoy the lively streets, historic buildings, and the city’s unique blend of classic and contemporary.

This evening, we’ll gather for a festive welcome dinner at the renowned Restaurante Paladar Café Laurent, a local gem. Savor traditional Cuban flavors as you get to know your fellow travelers.

To cap off your first day, we’ll take you to the iconic Fábrica de Arte Cubano (FAC) – a unique cultural venue that’s part gallery, part music venue, and full of local creative energy. It's the perfect place to immerse yourself in Cuba's dynamic art scene.

We'll return to the hotel, relaxing to the rhythm and sounds of hypnotic Havana.

Included

Dinner

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Havana

Day 2: Friday, November 14th, 2025

We’ll start our day with breakfast before exploring the enchanting streets of old Havana on a private guided walking tour. As we stroll through the old city's cobblestone paths, you'll step back in time, discovering Havana's most iconic landmarks: Plaza de Armas, Plaza de San Francisco, Plaza de la Cathedral, and Plaza Vieja. Each plaza has its own story filled with history, culture, and vibrant local life.

Next, we’ll experience the city like a local, hopping on board a bicitaxi (a bicycle-driven taxi) for a fun ride to El Capitolio, one of Havana's most majestic buildings.

We’ll stop for a delicious lunch at Habana 61 Restaurant Bar. It specializes in elegant local seafood dishes. We'll head to the Gran Teatro Alicia Alonso, home to the Cuban National Ballet and the Opera, to explore its remarkable architecture and design with a local expert. There may even be an opportunity to meet a professional dancer.

In the afternoon, immerse yourself in the rhythms of Cuba with an exciting salsa dance lesson and demonstration. Whether you're a beginner or a seasoned dancer, you'll have fun moving to the lively beats of this essential Cuban tradition.

Later, we’ll return to your "casa", where a local expert will lead a fascinating lecture on the life of Cuban women, offering an insightful look into the nation's culture and resilience. The evening is yours to explore the city or relax after an action-packed day. We'll suggest some nearby dining options. 

Included

Breakfast - Lunch

Not Included

Dinner

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Havana

Day 3: Saturday, November 15th, 2025

After breakfast, we’ll visit the Museum of Fine Art with an art connoisseur who will reveal Cuba’s rich artistic history. You'll gain insight into the creative pulse that has shaped the island's identity through the collection of Cuban art.

Next, we’ll visit Finca La Vigía, Ernest Hemingway's home. It's where he wrote some of his most famous works. The very walls echo Hemingway's deep-rooted Cuban connection.

Our journey continues to Cojímar, the peaceful fishing village that inspired The Old Man and the Sea, followed by a visit to a local organic garden, where you'll discover Cuba’s sustainable agriculture efforts. We’ll enjoy a lunch of traditional Cuban dishes at Ajiaco Cafe, a cozy spot serving authentic Cuban flavors.

This afternoon, we’ll indulge in a quintessential Cuban experience—pairing fine cigars with rum, chocolate, and Cuban coffee. It's a total sensory journey. 

Next, we’ll enjoy the privilege of learning about the Afro-Cuban culture in the village of Guanabacoa. It's deeply rooted in the Santería belief system. Here, you’ll engage in a cultural exchange, cook and dine with the community, and dance to the lively rhythms of Afro-Cuban music.

Included

All meals

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Havana – Playa Larga – Trinidad

Day 4: Sunday, November 16th, 2025

After breakfast, we’ll say adios to Havana and set off on a scenic trip to the UNESCO World Heritage site, the 16th-century city of Trinidad. 

Our first stop is at the Korimakao Cultural Project, an art school that offers artists free tuition. Enjoy the creative energy of Cuba’s talented musicians, dancers, poets, and actors as they hone their skills, keeping Cuba’s cultural traditions alive.

We’ll indulge in fresh seafood at La Casa la Gorda. Enjoy a delicious lunch in a laid-back setting. 

We'll revisit history at the infamous Bay of Pigs after lunch

Breathe in the fresh ocean air, and if you're feeling adventurous, take a swim or rent snorkel gear and explore the vibrant marine life in the area.

We’ll arrive in Trinidad in the late afternoon. Charming cobblestone streets lined with colorful colonial-era architecture await. After settling into the Meliá Trinidad Peninsula resort hotel, we’ll gather for a delightful dinner at Restaurante San José. Here, live music captures the spirit of this timeless city.

Included

All meals

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Trinidad

Day 5: Monday, November 17th, 2025

We’ll start the day with a delicious breakfast before heading out on a guided walking tour through Trinidad's captivating streets. As you wander the cobblestone lanes, you’ll step back in time to experience the colonial charm and rich cultural heritage that defines this beautiful city.

Next, we’ll visit renowned female artist Yudit Vidal's studio. Here, you'll participate in a hands-on artistic experience, creating a piece inspired by your surroundings. 

We'll continue our journey through local artisan workshops. Try your hand at traditional crafts, like embroidery and weaving, passed down generations of artisans.

Today we'll lunch at El Barracón, before heading to Casa del Alfarero, a family-run pottery workshop that reveals the mastery behind the region’s signature handcrafted ceramics.

In the afternoon, we’ll explore the Valley de los Ingenios, once the heart of Cuba’s sugar industry. At the San Isidro de Los Destiladeros ruins, you’ll discover the sugar trade's history and impact on Trinidad’s wealth and power.

After a full day of art, culture, and history, we’ll return to Trinidad. You're free to enjoy dinner at your own pace.

Included

Breakfast - Lunch

Escambray

Trinidad – Sierra Escambray – Trinidad

Day 6: Tuesday, November 18th, 2025

After breakfast, we’ll head into the stunning Sierra Escambray mountains to visit an entrepreneurial farm. Here, you’ll meet the local farmers, affectionately known as guajiros. This is a unique opportunity to support the local community and discover their agricultural traditions and sustainable practices.

Then, we’ll wander the peaceful mountain trails, discovering serene waterfalls and native birds and wildlife, a perfect escape from city life. 

Our next stop is Farma La Lima for a farm-to-table cooking experience, followed by a delicious, freshly prepared lunch made from locally sourced ingredients.

This afternoon, we’ll visit a local beach, where you’ll join a hands-on workshop, making classic Cuban cocktails. Learn the secret behind the perfect mojito or daiquiri while the sea breeze blows through your hair.

We’ll gather for dinner at Casa Museo in a room full of antiques, dining on traditional yet refined Cuban cuisine to end a day filled with natural beauty and cultural immersion.

Included

All meals

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Trinidad – Santa Clara – Havana

Day 7: Wednesday, November 19th, 2025

After breakfast, we’ll bid farewell to the beautiful town of Trinidad as we begin our journey back to Havana. Along the way, we’ll take a guided tour to learn more about Cuba’s revolutionary history. Highlights of the visit include the Che Guevara Mausoleum and several other significant revolutionary landmarks that played a key role in Cuba’s past.

We’ll break for lunch at Finca de Tá, for a delicious meal in a rustic and charming setting before continuing our drive to Havana.

Once in the capital, we’ll treat you to one of Havana’s most memorable experiences – a stunning sunset ride along the Malecón in a classic American convertible. Feel the sea breeze as the setting sun paints the sky, creating an unforgettable moment to savor.

We’ll gather for a farewell dinner at Al Carbo. Enjoy traditional Cuban dishes and savory barbeque. To cap off the night, we’ll celebrate with live Cuban music and dancing at a nearby venue, ensuring your last evening in Havana is filled with rhythm and joy.

Included

All meals

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Farewell

Day 8: Thursday, November 20th, 2025

After a final breakfast together, it’s time to reflect on the incredible journey we’ve shared. 

As we transfer you to the airport, think of this not as a goodbye, but as the beginning of your next adventure – inspired by everything Cuban.

Included

Breakfast

You'll Be Staying Here

La Distancia Hotel Boutique

La Distancia Hotel Boutique

La Distancia Hotel Boutique in a grand mansion on the vibrant Calle 6, combines the charm of early 20th-century eclectic architecture with modern decor inspired by classic cars. Its open spaces and lush tropical courtyards create a serene Caribbean atmosphere, offering an oasis of tranquility in the heart of Havana.

Meliá Trinidad Península

Meliá Trinidad Península

Meliá Trinidad Península is an elegant 5-star hotel alongside a beautiful stretch of beach near the heritage city of Trinidad and the Topes de Collantes National Park. Enjoy a unique ocean view from your room, dip in the warm sea, or the swim-up and infinity pools.

Price

Private Room

Private Room

Everyone gets their own fabulous room!

FROM$8,485

Shared Room

Shared Room

Share a room (with 2 beds) with a friend or family member

FROM$7,595

Add Ons

Arrive one day in Havana - Private room

Arrive one day in Havana - Private room

Include one night at the Hotel Boutique La Distancia, airport transportation and breakfast

PRICE$349.00

ADD THIS
Arrive one day in Havana -  Shared room

Arrive one day in Havana - Shared room

Includes one night and breakfast at the Hotel Boutique La Distancia

PRICE$370.00

ADD THIS

History, Passion, and Timeless Beauty

Cuba Colors and Rhythms

Cuba is a country like no other, where every street hums with energy and every vista tells a story. From the timeless charm of Havana's cobblestone squares to the vibrant spirit of its music and dance, Cuba offers a rich blend of cultural experiences. Explore its historic cities, enjoy the warmth of its people, and soak in the rhythm that flows through every corner. This island is an invitation to discover the heart of the Caribbean in all its authenticity.

Cuba Colors and Rhythms

What's Included

What's Included

Everything specified in the itinerary

All meals (except where indicated), including beer & wine with dinner

Accommodations at unique, 4-star or better hotels

All transportation during the trip (except where indicated)

Expert guides and trip leaders

A small group experience

Salsa Dance Lesson

Visit to a unique cultural venue

Private guided walking tour of Havana

Visit to the Gran Teatro Alicia Alonso

Visit to the museum of Fine Art

Visit to Ernest Hemingway's house

Cooking with a local community

Visit to an art school

Guided walking tour of Trinidad

Visit to a local farm in the Sierra Escambray mountains

Sunset ride in a classic American convertible

Additional wine, beer, and/or spirits beyond what’s offered at meals

All personal souvenirs

Travel and medical insurance (required)

Round-trip airfare to Cuba

FAQs

The trip officially begins on November 13th. If you'd like to arrive a day early to unwind and settle in, just let us know. You can book your pre-trip night in our Add On website section.  We'll ensure you're comfortably settled in the same room for your entire stay, starting from your early arrival. Miami offers the most connections to Havana. We suggest you take the 10:25 am American flight from Miami arriving in Havana at noon 

You should fly into José Martí International Airport (HAV) in Havana. You'll arrive in Cuba's capital city and a major transportation hub across the island.  

American Airlines and Delta offer direct flights to Havana from Miami (MIA). They have multiple flights each day and offer connections from other gateways.

United Airlines also has a direct flight from Houston (IAH) daily and connections from other gateways.

Americans traveling to Cuba need several important documents:

1. Valid U.S. Passport – Your passport must be valid for at least six months beyond your travel dates.

2. Cuban Tourist Card (Visa) – Required for entry into Cuba. The fee is already included in your trip price and we will assist you with the process. 

3. Travel Affidavit – Our Cuban Team will provide a travel affidavit stating the legal reason for your visit. 

4. Cuban Health Form (DViajeros) – This mandatory health form must be filled out online before entering Cuba. Don't worry we will assist you with the process- It's easy!

5. Proof of Travel Insurance – Medical insurance is required by Cuban authorities.

Girls Guide to the World, along with our Cuban partners, offer legal tours under the Support for the Cuban People OFAC license, ensuring that all U.S. travelers remain in compliance with U.S. regulations. This license category promotes engagement between U.S. travelers and the Cuban people, encouraging cultural exchange and the development of independent private businesses. Our focus is on supporting Cuban women through tailored activities that directly contribute to their social and economic empowerment. By joining these meaningful interactions, you’ll be actively fostering positive change in Cuba while adhering to U.S. regulations.

About 6-8 weeks before the trip starts, we'll organize a Zoom video call to discuss all the trip details and give you a packing list. Here is a great website that we love that will help you with packing and travel trips. 

In November, Cuba experiences mild and pleasant weather, making it a great time to visit. Temperatures typically range from 68°F to 81°F ( 20°C to 27°C), and the humidity is lower compared to the summer months, occasional rain showers can still occur. The overall warm, sunny, and comfortable climate is ideal for outdoor activities and beach time.

Inquire about this trip

Exploring Cuba: Art, History, and Rhythm

Cuba· 13 - 20 November 2025· 7 nights

FROM$8,485/pp