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Cycle Cuba: East

8 days

  • Package Details
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  • Travel Insurance by Allianz

Day 1: Havana

Priced From:

$1818 pp *

Sales Ends: 31/12/2025

Travel Date: -

TOUR ADVISORS

Tiffany McCrea-Lennon

Managing Director

Russell Mein

Travel Specialist

Caitlin Lennon

Travel Coordinator

Michelle Baldwin

Travel Specialist

Gaylyn Murdoch

Administration Manager

Holly Skene

Travel Co-ordinator

Kim Thomas

Broker

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.

Itinerary


Day 1: Havana

Bienvenidos! Welcome to Cuba. To make your arrival into Havana a bit easier, a complimentary transfer will take you from the airport to your accommodation (guesthouse). Your adventure officially begins with a welcome meeting at 6 pm tonight. As the group is sometimes spread between several (but nearby) guesthouses, your leader will leave a note for you explaining where to meet and what to bring. If you arrive early, consider hiring an open-top vintage American car and check out the sights while cruising the streets. After the meeting, your evening is free to relax or head out for an optional welcome dinner with your riding companions.

Day 2: Bay of Pigs & Cienfuegos

Start the day with a bike fitting, then transfer to the Bahia de Cochinos (the Bay of Pigs) for your first ride. You’ll begin at Playa Larga – sitting at the head of the bay, this is one of the two beaches that was invaded by US-sponsored exiles in 1961. Cycle along the tree-lined eastern shoreline, past a flooded cave called Cueva de los Peces (the Cave of Fish) to the peaceful sandy arc of Playa Giron – the second beach that was invaded. Here, you’ll get to rest your weary legs in the crystal-clear Caribbean water. The bay boasts a deep underwater well and a huge variety of coral and fish – the perfect place to enjoy a relaxing dip. When you've finished swimming in the salty sea, simply cross the road and jump in the fresh waters of the nearby cenote – a flooded cave that’s full of tropical fish. After, head to Cienfuegos, where you’ll take a leader-led orientation walk to get acquainted with the area.

Day 3: Trinidad

After fuelling up on breakfast this morning, you’ll set out on today’s bike ride to Trinidad. Cycle along the rolling hills and mango trees through the countryside to reach the sea. Sitting on the Caribbean coast, Trinidad boasts well-preserved Spanish architecture, large plazas and a big salsa scene, making it a popular destination. When you arrive, get acquainted with the town’s once-grand mansions, pastel-hued buildings, cobbled streets and gardens on an orientation walk. In the evening, why not practice your dance moves at one of the many live music venues or head to a folklore show at one of the open-air venues. Your local leader can suggest a few of the latest hotspots for a fun night out on the town.

Day 4: Santa Clara

From Cuba’s coast, you’ll discover the country’s lush, tropical side at Parque Natural Topes de Collantes. This heavily protected nature reserve is home to jungle-covered limestone mountains, waterfalls, caves, grottoes and diverse flora and fauna. Drive north of Topes de Collantes, stopping at Mirador del Escambray on the way for the fantastic view of Trinidad and the Caribbean. From here you’ll climb on the bikes and explore the Guanayara section of the reserve. Avoiding the long climb, you’ll start at the Mirador del Hanabanilla for sweeping views of Lake Hanabanilla before a section of mixed tarmac and gravel terrains, both within and outside of the reserve. Sit down for lunch with the locals, then take a swim in a natural pool beside the waterfall. Ride on, then board the support vehicle for the drive to Che Guevara mausoleum and memorial. Check out the bronze statue of Che bearing his rifle and learn about his incredible life before arriving in Santa Clara, where you’ll take an orientation walk with your leader to get your bearings.

Day 5: Varadero

After breakfast, drive east towards Matanzas province to the small town of Jovellanos where you’ll begin today’s ride. This province is largely flat, with an enormous marsh to the south, rocky terrain to the northwest and cays and mangroves to the northeast. Uncover part of this vast land on a bike tour, enjoying mostly flat roads as you pass through small towns and citrus and sugar cane plantations before arriving in the maritime port city of Cardenas. This is a historical city where many things happened for the first time in Cuba, including the first ever raising of the modern Cuban flag. It’s also considered to be the Cuban city of bicycles! From here, it’s just a short drive to the resort town of Varadero. Your accommodation for tonight is a bit more authentic than the string of all-inclusive resorts that line the coast – you’ll be staying in a Varadero guesthouse.

Day 6: Varadero

Experience Cuba’s version of beach life with a free day in Varadero. After the past few cycling-heavy days, free time in the sun and sand is bound to be a welcome change of pace. Ask your leader about possible water-based activities and optional excursions on offer. Kayaking, stand-up paddleboarding and snorkelling are all popular options. You can also head out on a dolphin-watching expedition or take a boat trip to nearby mangroves where flamingos, crocodiles, parrots and other wildlife can be found. Alternatively, simply find a patch of golden sand, grab a pina colada and enjoy the glorious views. Alternatively, if you want to explore further on your bike, just let your leader know the night before so the bike doesn't get packed away.

Day 7: Matanzas & Havana

Today is an early start as you start cycling directly from your guesthouse in Varadero. Hug the coast as you enjoy a ride alongside the white sand beaches that line the blue waters of the Straits of Florida all the way to Matanzas city – the capital of the Matanzas province. As part of Matanzas literary and musical heritage, the city is known for its poets, Afro-Cuban folklore and as the birthplace of danzon and rumba (two important Cuban dances). On arrival, park the bikes and take a guided walking tour with your leader. Later this afternoon, you’ll say goodbye to your bikes and return to Havana. When you arrive, take a closer look at Old Havana on a leader-led walking tour, finishing up at a micro-brewery where you can toast to the end of an excellent active adventure.

Day 8: Havana

There are no activities planned after breakfast today and your adventure comes to an end. You're free to leave at any time after checking out. If you'd like to extend your stay, just get in touch with your booking agent ahead of time to organise additional accommodation. If you have not already organised a transfer to the airport, your guesthouse can usually arrange one for you – please discuss this with them the day before you need to depart.

Departure Dates


Start DateEnd DatePrice 
Oct 12, 2025Oct 19, 2025$2,150.00
Oct 26, 2025Nov 2, 2025$2,061.00
Nov 9, 2025Nov 16, 2025$2,325.00
Nov 23, 2025Nov 30, 2025$2,291.00
Dec 14, 2025Dec 21, 2025$2,227.00
Jan 11, 2026Jan 18, 2026$2,880.00
Jan 25, 2026Feb 1, 2026$2,845.00
Feb 1, 2026Feb 8, 2026$2,950.00
Feb 22, 2026Mar 1, 2026$2,845.00
Mar 15, 2026Mar 22, 2026$2,845.00
Apr 12, 2026Apr 19, 2026$2,960.00
Jul 12, 2026Jul 19, 2026$2,675.00
Oct 11, 2026Oct 18, 2026$2,675.00
Nov 8, 2026Nov 15, 2026$2,845.00
Nov 29, 2026Dec 6, 2026$2,675.00
Dec 13, 2026Dec 20, 2026$2,960.00
Dec 27, 2026Jan 3, 2027$2,960.00
Jan 10, 2027Jan 17, 2027$2,550.00
Jan 24, 2027Jan 31, 2027$2,550.00
Jan 31, 2027Feb 7, 2027$2,550.00
Feb 21, 2027Feb 28, 2027$2,550.00
Mar 14, 2027Mar 21, 2027$2,550.00
Apr 11, 2027Apr 18, 2027$2,550.00
Apr 25, 2027May 2, 2027$2,550.00
Jul 11, 2027Jul 18, 2027$2,550.00
Oct 10, 2027Oct 17, 2027$2,550.00
Oct 24, 2027Oct 31, 2027$2,550.00
Nov 7, 2027Nov 14, 2027$2,550.00
Nov 21, 2027Nov 28, 2027$2,550.00
Nov 28, 2027Dec 5, 2027$2,550.00
Dec 12, 2027Dec 19, 2027$2,550.00
Dec 26, 2027Jan 2, 2028$2,550.00

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