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.
Here's a day-by-day itinerary of the trip:
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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 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.
History, Passion, and Timeless Beauty
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.
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
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.