Come experience life in Cuba – Colorful, Soulful, Enriching
March 2-8, 2025
Colorful, Soulful and Cultural Cuba
C0-Ed for ages 25-45
Amidst the vibrant streets and rhythmic pulse of Havana, riding in classic American cars, exploring beaches, farms and countrysides. Savoring gourmet dining at the city’s finest paladares. Laughter and Cuban melodies fill the air as new friendships blossom, creating unforgettable memories in the heart of this enchanting Caribbean city.
10 Highlights Cuba
Classic Car Photoshoot and Rally: Capture stunning photos while riding through Havana’s iconic spots in classic American cars.
Walking Tour of Old Havana: Explore the historic plazas and vibrant streets of Old Havana.
Museum of the Revolution: Discover Cuba’s rich history through captivating exhibits.
Finca Vigía and Hemingway’s Havana: Visit Hemingway’s preserved home and his favorite Havana haunts.
Day Trip to Viñales Valley: Experience horseback riding, cave exploration, and a tobacco farm tour in stunning Viñales.
Farm-to-Table Lunch and Cooking Class: Enjoy a fresh, organic meal and learn to cook traditional Cuban dishes.
Beach Day at Playas del Este: Relax on Santa María del Mar beach with viberant blue waters
Tropicana Cabaret Show: Enjoy a dazzling night of live music and dance at the world-famous Tropicana.
Fabrica de Arte Cubano: Explore Havana’s vibrant art scene at this dynamic cultural venue.
Farewell Dinner and Salsa Dancing: End your trip with a rooftop dinner and lively salsa dancing in Havana.
| Single Occupancy | Double Occupancy |
| $3,690 | $2,590 |
| Private Bedroom & Bathroom | Shared Bedroom, Shared Bath, 2 Beds |
| $250 Deposit due at time of booking | $250 Deposit due at time of booking |
| Flex Pay Available | Flex Pay Available |
| Book Here | Book Here |
The Investment of an Orange Bear Experience
Stop planning, stop researching – just show up.
What is All-Inclusive?
All-inclusive for ALL experiences means that everything except airfare is covered, from the moment we pick you up at the airport, to when we drop you back off.
✅ Accommodations
✅ Airport transfers
✅ All transportation
✅ Amazing Activities and Tours
✅ All food and beverages (including unlimited wine/beer)
✅ Local guides and excursions
✅ Tipping our tour guides
✅ We really do mean everything is included!!!
FLIGHT DETAILS
Airport Pick Up is included when arriving at the designated airport within the specified pick up window. If driving we will let you know the meeting point upon booking.
Arrival Airport: José Martí international Airport (HAV)
Arrival Date: March 2, 2025
Pick-Up Times: Pick-up times can vary
Departure Airport: José Martí international Airport (HAV)
Departure Date: March 8, 2025
Drop-off Times: Drop-off time will be after 10AM
Our hosts prioritize creating a welcoming and inclusive environment where travelers can forge lasting friendships. They embody our values of freedom, liberty, and respect for constitutional rights, making every trip not just an adventure but a celebration of shared ideals. Join us and experience the difference a passionate, knowledgeable host can make.
Thinking about joining us but still have questions? Our team is here to help! Reach out to us, and we’ll provide all the details you need to make your decision. Adventure awaits, and we’d love for you to be a part of it!
I’m ready to book!
Day-by-Day happenings:
Day 1: Arrival in Havana
- Afternoon: Arrive in Havana, meet your guide, and transfer to your boutique hotel in Old Havana.
- Evening: Welcome dinner at a local paladar with live Cuban music.
Day 2: Exploring Old Havana
- Dive into the heart of Havana with a guided walking tour. Visit iconic plazas like Plaza de la Catedral, Plaza Vieja, and Plaza de Armas, and soak in the colonial charm and vibrant history.
- Visit the Museum of the Revolution: Discover Cuba’s rich history with a guided tour of the Museum of the Revolution. Explore captivating exhibits housed in a former presidential palace.
- Rooftop Dinner with Panoramic Views: End the day with a memorable dinner at a rooftop restaurant, offering breathtaking views of Havana’s skyline. Savor Cuban dishes while watching the sunset over the city, followed by a salsa dance class to immerse yourself in the local culture.
Day 3: Classic Car Photoshoot & Hemingway’s Havana
- Morning: Enjoy a photoshoot in classic American cars, touring the most picturesque spots in Havana, including the Malecón, Miramar, and Vedado.
- Afternoon: Visit Finca Vigía, Ernest Hemingway’s former home, and enjoy a cocktail at La Bodeguita del Medio and El Floridita, Hemingway’s favorite haunts.
- Evening: Dinner at a trendy restaurant in Vedado, with a visit to Fabrica de Arte Cubano, a vibrant art and cultural venue.
Day 4: Adventure in Viñales Valley – Nature, Culture, and Thrills
Morning: Transfer to Viñales Valley
- Scenic Drive: Depart early in the morning from Havana and enjoy a scenic drive to Viñales Valley. The journey offers breathtaking views of the Cuban countryside, with rolling hills, lush greenery, and quaint villages along the way.
- Arrival in Viñales: Arrive in the picturesque Viñales Valley, known for its stunning landscapes, tobacco plantations, and unique limestone hills called mogotes.
- Horseback Riding Adventure: Embark on a thrilling horseback riding tour through Viñales National Park. Ride through the lush countryside, marvel at the dramatic mogotes, and explore hidden caves. This adventure offers an up-close look at the natural beauty and unique geography of the region.
- Tobacco Farm Visit: Head to a local tobacco farm where you will learn about the traditional methods of tobacco cultivation and cigar production. See the drying houses and watch a demonstration of hand-rolling cigars. The rich aroma of tobacco leaves and the detailed craftsmanship are truly captivating.
- Farm-to-Table Lunch: Enjoy a delicious farm-to-table lunch at the tobacco farm, featuring fresh, organic ingredients sourced from the local area. Savor traditional Cuban dishes while taking in the serene rural surroundings.
Day 5: Local Farm Visit & Culinary Adventure – A Day of Sustainability and Flavor
Visit to a Local Farm
- Sustainable Agriculture Tour: Depart from your hotel in Havana and head to a nearby farm renowned for its sustainable agricultural practices. Upon arrival, be greeted by the farm’s friendly staff who will guide you through the picturesque property.
- Horse Back Tour of the Farm
- Farm-to-Table Preparation: Participate in the early stages of preparing the ingredients for your upcoming meal. Pick fresh vegetables and herbs that will be used in your cooking class later in the day.
Afternoon: Culinary Delights
- Farm-to-Table Lunch: Sit down for a delightful farm-to-table lunch prepared by the farm’s culinary team. Enjoy a spread of traditional Cuban dishes made from the freshest ingredients harvested from the farm. Savor flavors that are as authentic as they are delicious, experiencing the true taste of Cuba.
- Cuban Cooking Class: After lunch, join a local chef for an exciting cooking class. Learn to prepare classic Cuban dishes such as ropa vieja (shredded beef), tostones (fried plantains), and moros y cristianos (black beans and rice). The chef will guide you through each step, sharing cooking techniques and culinary secrets passed down through generations.
Evening: Culinary and Cocktail Fun
- Cocktail-Making Competition: Head to one of Havana’s famous bars for a fun and interactive cocktail-making competition. Learn to make iconic Cuban cocktails such as the mojito, daiquiri, and Cuba Libre under the guidance of a skilled mixologist. Compete with your fellow travelers to create the best cocktail, with the winner taking home bragging rights and a small prize.
Day 6: Beach Day – Sun, Sand, and Sea
Playas del Este
- Arrival at Santa María del Mar: Arrive at Santa María del Mar, one of the most popular beaches in Playas del Este.
- Beach Time: Spend the morning relaxing on the beach, soaking up the sun, and enjoying the tranquil sound of the waves. Take a leisurely swim in the turquoise waters or simply unwind with a good book.
- Water Sports: For the more adventurous, try your hand at various water sports.
- Beachside Restaurant: Enjoy a delicious lunch at a beachside restaurant. Feast on fresh seafood, tropical fruits, and other Cuban delicacies while taking in the beautiful ocean views. Signature dishes might include grilled fish, shrimp ceviche, and tropical fruit salads.
- Coconut Drinks: Quench your thirst with refreshing drinks served in coconuts or enjoy a chilled mojito or piña colada, perfect for a day at the beach.
Late Afternoon: Return to Havana
- Sunset Viewing: Before heading back, take a moment to enjoy the stunning sunset over the ocean. The sky’s colors reflecting on the water create a perfect photo opportunity and a memorable end to your beach day.
- Tropicana Cabaret Show: After dinner, immerse yourself in the vibrant Cuban nightlife with a visit to the world-famous Tropicana Cabaret. Enjoy a dazzling show featuring live music, colorful costumes, and spectacular dance performances that capture the essence of Cuban culture. The open-air venue under the stars adds to the enchanting experience.
- Late-Night Dancing: If you’re still in the mood for more fun, head to a local salsa club where you can dance the night away to the rhythms of live Cuban music. Experience the passion and energy of salsa dancing, and perhaps even join a dance circle with the locals.
Day 7: Departure Day – Saying Goodbye to Cuba
As the final day of your Cuban adventure arrives, it’s time to say goodbye to the vibrant city of Havana and the unforgettable experiences you’ve shared over the past week. This day is dedicated to reflecting on the memories made, savoring a few last moments in the city, and preparing for your journey home.
Morning: Leisure Time and Last-Minute Shopping
- Relaxed Start: Begin your day with a leisurely breakfast at your hotel, enjoying a final taste of Cuban coffee and freshly baked pastries. Take this time to soak in the ambiance of Havana and chat with your fellow travelers about your favorite moments from the trip.
- Last-Minute Shopping: Spend the morning exploring the local markets and shops for last-minute souvenirs. Visit the Almacenes San José Artisans’ Market for unique handmade crafts, Cuban cigars, and other keepsakes to remember your trip by. The vibrant market is a perfect place to pick up gifts for loved ones and treasures for yourself.
Our Casa for the Week
During this journey, you’ll experience the unique charm of staying in casas particulares, which are privately owned accommodations. While they may not provide the amenities of luxury hotels, they offer an authentic and welcoming local atmosphere. We’ll provide a glimpse of the types of casas we use on this trip, and you’ll receive details about your specific accommodations a month before departure.
