Havana Tours in Fall
Planning for a trip to Havana during Fall? We offer 40+ tour packages to Havana departing in Fall that have 430+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Havana on your Fall holiday.
See all Havana Fall Tours
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10 Best Fall Tours in Havana
Join one of these handpicked Havana Fall tour packages, tailored to the season.
32% Off Today
Step into the vibrant rhythms of Cuba on the Beautiful Cuba tour, an eight-day journey that starts and finishes in Havana. Traverse from the lively streets of Havana to the rural village of Viñales, where locals will show you the art of rolling cigars and sipping rum. Explore Cienfuegos’ French-inspired waterfront, surrender to salsa beats in Trinidad’s preserved plazas, and discover Che Guevara’s legacy in Santa Clara. This easy-paced trip is designed for travelers eager to immerse themselves in Cuba’s rich culture and colorful history. With guesthouse stays, included meals, and expert guidance, you’ll enjoy everything from mountain air in Soroa to the crystal waters of Playa Larga. The distinct highlight is the genuine local interaction—this tour offers a deep dive into the heart and soul of one of the Caribbean’s most enchanting islands.
8 days
USD 1,770fromUSD 1,202
3% Off Today
Step into the rhythms of Cuba on the “Best of Cuba” tour, a 15-day odyssey beginning and ending in Havana. This guided cultural journey takes you from the cobbled streets of Trinidad and Cienfuegos to the vibrant heart of Camaguey and beyond, weaving together the country’s storied past and lively present.
Explore UNESCO-listed cities, witness the artistry of Cuban music and dance, and visit the legendary Bay of Pigs for both history and marine wonders. The trip’s easy pace allows for leisurely strolls through colonial towns, encounters with local traditions, and indulgence in Cuba’s iconic cars, cigars, and rum. Whether gazing at Baracoa’s mountains or tracing the steps of salsa pioneers, you’ll be drawn into a tapestry of culture and natural beauty.
Accommodation, meals, and transport are all included, ensuring a smooth and enjoyable experience. The central activity here is cultural sightseeing, highlighted by immersive local experiences and plenty of opportunities to connect with Cuba’s warm spirit. The unique selling point is the tour’s comprehensive embrace of Cuba’s heritage—music, history, cuisine, and landscape—delivered with expert guidance.
Travelers seeking an in-depth Cuba trip will find this adventure a true celebration of the island’s rich tapestry.
15 days
USD 1,955fromUSD 1,896
27% Off Today
Feel the rhythm of Cuba pulse through your veins on Cuban Rhythms: Beachfronts & Havana Vibes, an 8-day adventure that goes far beyond the resort experience. This trip is a feast for the senses—dance through the lively streets of Trinidad, explore the historic heart of Old Havana, and soak up sun on the island’s beautiful beaches. Unique to this tour is the chance to connect deeply with locals through homestays, forging friendships as you explore Cuba with fellow young travelers. From vibrant music pouring out of windows to the infectious energy of the plazas, this wildlife and culture tour guarantees you’ll leave with stories, not just souvenirs.
8 days
USD 999fromUSD 727
3% Off Today
Experience Cuba’s revolutionary spirit and stunning scenery on the Cycling Cuba tour, a 15-day guided bicycle adventure starting and ending in Havana. Pedal through plantations, jungles, and historic towns, guided by local experts who reveal the island’s rich traditions and vibrant music scene. Off the bike, explore colonial Havana, enjoy the rhythms of Trinidad, and delve into Santiago’s revolutionary past. Each day’s ride offers new perspectives on Cuba’s enduring culture and resilience. The unique selling point: an immersive, active tour package that unveils Cuba’s soul through both cycling and cultural connection, with the option for private departures from February 2026.
15 days
USD 4,350fromUSD 4,220
9% Off Today
Explore Cuba, a land known for revolution and rum, salsa and cigars, classic cars and crumbling colonial towns. The whole truth, however, is far more eye-opening and evocative. Guided by an expert tour leader, we unpack it all. Of course, there’s the essential experiences: dancing salsa, making mojitos and relaxing on the Caribbean sands of Playa Ancón. But it’s through our countless interactions with the local people and nightly stays in Cuban guesthouses that we truly understand a culture forged under unique circumstances: welcoming, sociable and resilient, despite daily adversities.
8 days
USD 2,368fromUSD 2,153
22% Off Today
Cuba’s vibrant spirit is yours to discover on the 'Highlights of Cuba' six-day adventure. From Havana’s colonial charm to the revolutionary sites of Santa Clara and the coastal allure of Trinidad, this small-group tour is perfect for travelers seeking a condensed yet immersive exploration. Stay with local families for a true homestay experience, walk mountain trails in a national park, and learn about the nation’s resilience at the Bay of Pigs Museum. The USP? Deep cultural immersion—this tour package delivers meaningful connections with locals and a chance to see Cuba’s hidden treasures beyond the guidebooks.
6 days
USD 999fromUSD 775
27% Off Today
Let the rhythms of Cuba sweep you along on the "Treasures of Cuba" tour, a 15-day cultural exploration that peels back the curtain on the island’s vibrant spirit. From Havana’s classic cars and colonial architecture to the revolutionary echoes of Santiago de Cuba and Baracoa, this journey offers far more than just sightseeing.
Discover the birthplaces of iconic Cuban music, explore centuries-old churches and cobblestone streets, and learn about the country’s storied past through encounters with locals and visits to revolutionary landmarks. Overnight stays in family-run homestays add depth and authenticity, letting you experience everyday Cuban life firsthand.
The unique highlight of this trip? Its immersive approach: not only will you visit historic sites and lively plazas, but you’ll also dance, dine, and truly live the Cuban way. If you’re after a tour package that reveals the heart of Cuba beyond its resorts, this is your chance to experience the real island—music, history, and all.
15 days
USD 1,999fromUSD 1,454
13% Off Today
Feel the rhythm of Cuba on two wheels with the Cycle Cuba: West tour. Over seven days, you’ll ride past vintage cars and tobacco farms, through the lush valleys of Soroa, and along the Caribbean shores of Cayo Jutias. From cycling Havana’s colorful streets to savoring a farm-to-table feast in Vinales, this trip offers a unique way to connect with Cuba’s vibrant culture and natural beauty.
The tour’s unique selling point is its access to authentic Cuban experiences: guided bicycle adventures that take you off the beaten track, where you’ll meet local farmers and discover the island’s soul beyond the tourist hotspots.
7 days
USD 1,445fromUSD 1,261
3% Off Today
Pedal through Cuba’s vibrant history and landscape on the "Cuban Highlights Ride," an eight-day bicycle tour for experienced travelers. Starting and ending in Havana, cycle scenic routes through lush countryside, colonial towns, and along quiet coastal roads. Engage with locals—dance salsa, ride with cycling clubs, and cruise in classic cars. Explore UNESCO-listed Cienfuegos and Trinidad, and savor a mojito after a day’s ride. The tour stands out for its immersive blend of active exploration and cultural engagement, supported by comfortable accommodation, transport, and meals. For those who want to experience Cuba up close, this is the ultimate tour.
8 days
USD 2,520fromUSD 2,444
3% Off Today
Cuba’s spirit comes alive on the "Cuba Explorer" trip, a nine-day guided tour weaving through Havana, Trinidad, Viñales, and Cienfuegos. Cruise Havana’s storied streets in a classic car, stroll Trinidad’s cobblestone avenues to the soundtrack of local music, and explore a tobacco plantation for a firsthand taste of Cuban culture. Travel is well-paced with private, air-conditioned vehicles, ensuring you have the energy to soak in the island’s vibrant atmosphere and stunning scenery. The unique selling point: an insider’s look at Cuba’s living traditions, iconic landscapes, and musical heartbeat—an adventure for travelers craving authenticity and local flavor.
9 days
USD 1,499fromUSD 1,454
See all Havana Fall Tours
Top Havana Tour Activities for Fall
From cultural, religious and historic sites tours to explorer and others, here are some popular tour activities in Havana with departures in Fall.
Havana Fall Tours for all Age Groups
Havana tours in Fall designed for all ages—families, young adventurers, seniors, and everyone in between.
Trending Havana Fall Tour Deals
Popular Havana Fall multiday tours now available at reduced prices, on sale for a limited time.
32% Off Today
From vintage cars to fragrant cigars, salsa your way from the colourful capital of Havana through the beautiful island of Cuba and surround yourself with history, music and mojitos in one of the world’s most unique places. Roll a cigar and sip rum with locals in the rural village of Vinales, feel the seaside breeze along the French-infused waterfront of Cienfuegos, surrender to the sultry salsa rhythms in perfectly preserved Trinidad and look behind the legend of Che Guevara on a visit to his memorial in Santa Clara. From the fresh mountain air that fills the streets of Soroa, to the crystal-clear waters that lap the shores of Playa Larga – experience a nation as endearing and diverse as its people on this eight-day adventure that immerses you in the colour, culture and natural beauty of this seductive Caribbean island.
8 days
USD 1,770fromUSD 1,202
27% Off Today
For too many people, Cuba is nothing more than a beach resort. That’s crazy; the island practically buzzes with energy and you should do likewise — get moving. Journey through the culture-soaked streets of Trinidad and Old Havana for your fill of drinking and dancing. The music here pours out of open windows. Hit the beach and explore the outdoors, then connect with the locals in homestays and make friends for life as you hit the sites with other young people like yourself. Boring? Impossible!
8 days
USD 999fromUSD 727
22% Off Today
Cuba, with its varied landscape, rich history of literature, and vibrant rhythms will inspire you again and again. Explore this uniquely captivating land and meet friendly locals on this short, but sweet six-day adventure. Soak up Cuban culture in an immersive homestay experience, learn about the country's resilience at the Bay of Pigs Museum in Playa Girón, and visit Che Guevara sites in Santa Clara. Head into the refreshing mountain region to walk in a national park and learn about coffee production. Wander the cobblestone streets of Trinidad and see the magnificent seawall in Cienfuegos. Let yourself explore off the beaten path and witness the many treasures of this island in the Caribbean.
6 days
USD 999fromUSD 775
13% Off Today
Want to know how it feels to ride alongside tractors and vintage cars, past tobacco farms and lush, limestone landscapes? Feel the Caribbean wind whip through your (helmet-covered) hair on this seven-day, two-wheeled journey in Cuba. You’ll discover the rich history and crumbling ruins of Old Havana as you peddle through the capital’s colourful streets. Cycle to the pristine shores of Cayo Jutias to cool-off from the heat and end a rewarding day in the saddle in Vinales with a farm-to-plate feast (with free rum!). From the flora and fauna-filled valleys of Soroa to the welcoming arms of renowned farmer Mama Luisa, take a ‘brake’ from the beaten path and access unique parts of the island that you can only reach on a bicycle.
7 days
USD 1,445fromUSD 1,261
9% Off Today
Explore Cuba, a land known for revolution and rum, salsa and cigars, classic cars and crumbling colonial towns. The whole truth, however, is far more eye-opening and evocative. Guided by an expert tour leader, we unpack it all. Of course, there’s the essential experiences: dancing salsa, making mojitos and relaxing on the Caribbean sands of Playa Ancón. But it’s through our countless interactions with the local people and nightly stays in Cuban guesthouses that we truly understand a culture forged under unique circumstances: welcoming, sociable and resilient, despite daily adversities.
8 days
USD 2,368fromUSD 2,153
27% Off Today
The melody of horns floating through the air, classic cars parked in colonial squares, revolutionary statues — get over the resort wall and discover the real Cuba! Travel east to Santiago de Cuba and Baracoa and encounter the birthplace of Cuban rhythms and revolutionary fervour. Soak in Spanish heritage while exploring churches, forts, and cobblestoned streets. Stay overnight in homestays for an immersive Cuban experience few travellers get to enjoy. Don't just walk down the road less travelled — dance down it. Viva la Revolución!
15 days
USD 1,999fromUSD 1,454
27% Off Today
There’s more to Cuba than sandy beaches and cigars. Beyond its beautiful coastlines and tobacco farms lies a place filled with more adventure than you can imagine. Dive into the ocean for incredible snorkelling, learn to whip up some of the finest mojitos from the local experts of Playa Larga, and find your rhythm as you salsa dance in the cradle of the Cuban Revolution. Whether you’re in it for the food or the fiestas, this 15-day venture will have all the ingredients needed to spice up your journey.
16 days
USD 1,799fromUSD 1,309
27% Off Today
This Premium adventure through Cuba takes you through colourful architecture, vast beaches and lush countryside. The colourful local history still dominates most aspects of daily life, and you’ll explore Havana in all its faded glory. See the beauty of rural Vinales, wander the cobblestoned streets of Trinidad and soak up the coastal vibe of Cienfuegos. Visit the home of a local family for dinner, learn some salsa moves and hop in a classic American car for a real Cuban experience.
9 days
USD 3,545fromUSD 2,579
8% Off Today
In timeless Cuba, 1950s-style Cadillacs roll through Havana's faded colonial streets, while rum and salsa flow freely in the music halls. Beyond the island's iconic cities, wild landscapes hide unique biodiversity (and even more unique Revolutionary relics) and along the coast, stretches of fine white sands await. Discover it all on our two-week tour of iconic Cuba, a country like no other on earth.
Trinidad - Explore the cobbled streets and colonial charm of this UNESCO-listed town, where music bursts from every corner.
Escambray Mountains - Camp out under the stars after trekking through mountain forests and swimming in freshwater pools.
Revolutionary history - Walk in the footsteps of Che Guevara and Fidel Castro as we tick off Cuba's revolutionary sites, including the Bay of Pigs.
15 days
USD 2,770fromUSD 2,560
22% Off Today
Experience Cuba from the perspective of two wheels as you cycle around the eastern coast of this laidback Caribbean island. Wander the colourful streets of Havana, cycling alongside vintage cars on your way to the verdant Bay of Pigs. Discover the UNESCO Word Heritage sites of Cienfuegos and Trinidad, pay homage at Che Guevara’s final resting place in Santa Clara, and indulge in the picture-perfect beaches of resort town Varadero. Experience the Cuba that lies beyond the rum and cigar scene all from the saddle of your bike, with an expert local leader and likeminded riding companions.
8 days
USD 1,620fromUSD 1,257
Havana Fall Tour Types
Discover Havana Fall tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Havana Travel Styles
Explore Havana with our diverse travel styles! Choose from luxurious tours that pamper you with comfort and elegance, or budget-friendly options that let you experience the beauty of Havana without breaking the bank. Whether you're indulging in fine dining or discovering hidden gems, there's a perfect adventure waiting for you.
Reviews of our Havana Tours for Fall
Feedback from guests whose tour started in/around Havana during Fall.
Sean | Traveled in November
This was a great tour to cycle through the beautiful Cuban landscape, while getting an opportunity to know the Cuban people and their history. The country is of course struggling right now, so advanced country standards should be left behind while on this tour. The Cuban people are very friendly and our CEO did a great job with immersing us in the local community, culture and history of Cuba.
Faye | Traveled in October
We had a real adventure and this was my first experience with G Adventures. Cuba was exciting and a challenge at times but knowing G were there along the way to help and advise us we had a great time. G made our holiday hassle free, thank you.
Yasmin | Traveled in September
My Cuba trip was a wonderful experience. We spent 16 (admittedly, very hot) summer days filled with history, dance and community. Our guide Jorge-Luis and our driver Marcial did a great job - we got everywhere on time, somehow always avoided the crowds and learnt loads about the country. The busrides while long at times were either entertaining or allowed time to nap and relax. If you want to see an island that size in 16 days that?s just something you have to put up with. Life is difficult in Cuba at the moment, so don?t expect western standards. Be prepared to live spontaneously, enjoy the fresh fruit and tropical landscape and allow your horizons to expand a little. This trip humbled me, renewed my awareness of my own privilege and fortified my conviction that community and love is our most important tool in the face of adversity.
Kirstin | Traveled in September
Traveled as an American woman by myself and had an amazing time! U.S. process was straightforward and easy to navigate. Felt very safe and comfortable during the entirety of the trip. Can't wait to book again!
Julianna | Traveled in November
I am so glad that I used this operator to travel to Cuba. They made everything super easy for me and they were excellent hosts. I recommend this operator for anyone who wants to travel to Cuba but is worried about logistics or and the local rules and customs. I also loved that the operator had such a strong focus on supporting the locals and protecting the environment. 10/10!
John | Traveled in November
We thoroughly enjoyed our tour of Cuba. Daniel, our tour guide, was very helpful and friendly throughout the tour. I would recommend this tour to anyone who wants to experience Cuba.
Get a customized trip to Havana in Fall
Plan a multi-country or regional adventure across Havana in Fall, with help from a local expert.
Orsolya BartalisTravel Expert in Cuba
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