Cuba·12 - 19 November 2026

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.

BOOK NOW INQUIRE
iStock463623405

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

Master the rhythm of Cuba in an exciting salsa dance lesson

Master the rhythm of Cuba in an exciting salsa dance lesson

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

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

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

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

Dance, cook, and connect with the local community

Dance, cook, and connect with the local community

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. Press the "<" and ">" buttons below to scroll through each day.

Previous

Next

iStock1649991845

Welcome to Havana

Day 1: Thursday, November 12th, 2026

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. Catch a first glimpse of modern Havana on the way to the hotel. Enjoy the lively streets, historic buildings, and the 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

Airport transfer

iStock1191273745

Havana - History & Dance Class

Day 2: Friday, November 13th, 2026

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. 

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, locally sourced seafood dishes. We'll then 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. 

In the afternoon, immerse yourself in the rhythms of Cuba with an exciting salsa dance lesson. 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 our "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

Dance lesson

Not Included

Dinner

iStock531401920

Havana - Cojímar

Day 3: Saturday, November 14th, 2026

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 will explore Finca La Vigía, the home of Ernest Hemingway. This is the place where he penned many of his most renowned works. The walls themselves resonate with Hemingway's deep connection to Cuba.

We continue our journey to Cojímar, a tranquil fishing village that inspired The Old Man and the Sea. Afterwards, we will visit a local organic garden to explore Cuba’s sustainable agriculture initiatives. 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. 

In the evening, we’ll have a cultural exchange in the village of Guanabacoa, learning about the Afro-Cuban culture that's deeply rooted in the Santería belief system. Here, we'll cook and dine with the community, and dance to the lively rhythms of Afro-Cuban music.

Included

All meals

TrinidaddeCuba

Trinidad

Day 4: Sunday, November 15th, 2026

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 savor fresh seafood at La Casa la Gorda, enjoying a tasty lunch in a relaxed atmosphere. Afterwards, we will explore the historical significance of the infamous Bay of Pigs

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, experiencing live music that captures the spirit of this timeless city.

Included

All meals

iStock2155855272

Trinidad

Day 5: Monday, November 16th, 2026

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 define 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 through generations of artisans.

Today we'll have a traditional Cuban 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

Not Included

Dinner

Escambray

Trinidad - Sierra Escambray

Day 6: Tuesday, November 17th, 2026

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

Cooking class

Cocktail workshop

stephanvalentin6NT7jy6OU9Iunsplash

Trinidad - Santa Clara - Havana

Day 7: Wednesday, November 18th, 2026

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 gather at Finca de Tá for a delicious lunch 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 barbecue. 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

Classic convertible ride

iStock1857268487

Departure Day

Day 8: Thursday, November 29th, 2026

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

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

Included

Breakfast

Airport transfer

You'll Be Staying Here

La Distancia Hotel Boutique

La Distancia Hotel Boutique

La Distancia Hotel Boutique is a grand mansion on the vibrant Calle 6, combining 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, beckoning you to take a dip in the warm sea or wade in the infinity pool.

Hosts

Doni Belau

Doni Belau

Doni Belau, the creator of Girls' Guide to the World, is a dedicated traveler who has explored nearly 80 countries and counting. Her passion lies in helping women discover the profound impact of travel, believing it opens doors to a world of possibilities within ourselves. Through her platform, Doni empowers women to navigate the globe confidently, fostering connections and enriching experiences that transcend borders. Her journey inspires others to embrace cultural immersion and self-discovery, encouraging women everywhere to embark on their own adventures with a sense of wonder and empowerment. 

GG2THEWORLD

Price

Reserve your spot

Reserve your spot

We're not quite ready to publish this trip, but you can reserve your spot with a FULLY REFUNDABLE deposit of $250.

FROM$250

History, Passion, and Timeless Beauty

Cuba's 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's Colors and Rhythms

What's Included

What's Included

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

Authentic cigar, rum, and chocolate pairing experience

Visit to a local farm in the Sierra Escambray mountains

Accommodations at unique, 4-star or better hotels

Sunset ride in a classic American convertible

Private, beachside cocktail-making class

Cooking class with the local community

Private guided walking tour of Havana

Visit to the Gran Teatro Alicia Alonso

Everything specified in the itinerary

Visit to Ernest Hemingway's house

Expert guides and trip leaders

Artistic workshop with Yudit Vidal

Visit to the museum of Fine Art

Guided walking tour of Trinidad

All transportation during trip

Cooking with a local community

Tour of the Museum of Fine Art

Visit to a ceramic workshop

Guided tour of Cuban sugar mills

Salsa Dance Lesson

A small group experience

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

Travel and medical insurance (required)

All personal souvenirs

Round-trip airfare to Cuba

FAQs

The trip officially begins on November 12th. 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 on 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.

We require that everyone traveling with Girls' Guide be able to comfortably walk 3–5 miles per day unassisted, and without difficulty, can navigate stairs, uneven streets or paths, and occasional steep terrain. Most of our trips require this level of physical mobility and fitness, especially when visiting historic towns and landmarks where vehicle access is limited and walking often offers the best experience. 


Additionally, some of the 4 and 5-star boutique or historic hotels we stay in do not have elevators and may require climbing stairs to get to your room or access other facilities in the hotel.

Inquire about this trip

Exploring Cuba: Art, History, and Rhythm

Cuba· 12 - 19 November 2026· 7 nights

FROM$9,165/pp