February 2019 trip to Cuba

Cycling, Cigars & Classic Cars

Viñales tobacco farm

Viñales tobacco farm

Viñales cigar demonstration

Viñales cigar demonstration

Biking in Viñales Valley

Biking in Viñales Valley

With the ever tightening restrictions and confusing information about whether it's legal to travel to Cuba, I'm getting more and more requests for group tours to Cuba. I led four group trips to Cuba last year and my February 2019 trip is quickly selling out and the next trip won’t be until December 2019.

Join me for an unforgettable small group trip to Cuba. We’ll visit the best places to go in Cuba, including four different cities, each of which offering its own flavor and flare. This educational/cultural tour includes lots of walking, hiking, and biking. This is a fast-paced, action packed trip, geared at curious travelers that enjoy non-traditional, off-the-beaten-path, local travel experiences. They are perfect for travelers who avoid run-of-the-mill big bus tours or who prefer traveling alone.

This is a group tour for people who don’t do group tours.

I joined one of EscapingNY’s 10-day group tours and had an absolutely amazing time and I can’t say enough good things about the trip. I so much enjoyed meeting a variety of Cubans from different walks of life to learn about their daily life and culture.
— Susan, Los Angeles, CA
Zip lining and scuba diving were great, I enjoyed the trip very much! We would not have done this many activities if we had gone on our own. Thanks!
— Mei C., New York City, NY
A Cuban classic car in Central Havana

A Cuban classic car in Central Havana

Revolution Plaza in Havana

Revolution Plaza in Havana

Zip lining through Viñales Valley

Zip lining through Viñales Valley

February 16th - 26th (11 days)

7-day trip to Havana and Viñales offered February 16th-21st

Saturday, February 16th

Arrive in Havana, get settled. Visit the stunning Hotel Nacional and enjoy a historical walking tour of the Vedado neighborhood. Evening visit to the Cuban Arts Factory arts space/concert hall/bar/club.

Sunday, February 17th

Attend a traditional Afro-Cuban rumba dance performance at a community arts project and Santeria art gallery.

Historical tour of the Museum of Revolution and surrounding historic hotels, churches, plazas and elegant mansions of one-time wealthy merchants.

Monday, Februrary 18th

History and culture bike tour of Havana (Revolution Plaza, Old Havana, “The Forest”, Cemetery). The ride will be about 15-20 miles at a relaxed pace, making frequent stops.

Evening stroll along the bustling Malecón, where all of Havana congregates at night.

Tuesday, February 19th

Four-hour drive to tobacco country, Viñales, where we’ll visit a tobacco plantation to learn how cigars are made and hike to a stunning view of the valley before enjoying a home-cooked dinner at our “casa” overlooking the mountains.

Wednesday, February 20th

Full-day bike tour (approximately 15 miles at a leisurely pace), during which we’ll visit a subterranean river, enjoy stunning views of the mountains and tobacco valleys.

Thursday, February 21st

Four-hour drive back to Havana.

7-day participants have the evening free and leave from Havana the morning of Friday, February 22nd

11-day participants are off to the Bay of PIgs!

Friday, February 22nd

Snorkel or scuba dive in the Bay of Pigs in the morning or enjoy an educational flora and fauna tour of the swamp wetlands.

Afternoon visit to the Bay of Pigs memorial museum documenting the failed US invasion before watching the sunset on the beach.

Saturday, February 23rd

Two-hour drive to the colonial city of Trinidad for a cultural, historical, and religious tour of the city with local journalists.

Evening visit to enjoy live Afro-Cuban music and dance performance.

Sunday, February 24th


Participants are free to explore local beaches and hiking trails or take dance or percussion lessons.

Monday, February 25th

Historical tour of a former sugar plantation and refinery before the four-hour drive back to Havana. Stop in the city of Santa Clara to visit the Che Guevara mausoleum and memorial.

Evening is free for live music, dancing, resting, or last-minute shopping.

Tuesday, February 26th

Fly home!

Client Testimonials (more here)

I joined a 10-day trip to Cuba and had an excellent time. We went on a flamingo-watching boat ride in a nature preserve, jumped off waterfalls in the jungle, cycled through Old Havana, visited several beautiful beaches, and went salsa dancing in a hot nightclub built inside a cave. I had limited expectations of Cuba because I don’t speak Spanish and I’d never traveled to a “non-westernized” country. My expectations were absolutely exceeded.
— Amy M, Brooklyn, NY
EscapingNY customized a special travel plan for me focusing on an in-depth, authentic Havana experience. During my short stay, I made many interesting local friends, biked off-off-beaten paths, and learned about Cuban culture. I’d highly recommend EscapingNY to anyone interested in really getting to know a country. Thanks again!
— Wei C., New York City, NY
Breakfast at our Bay of Pigs home

Breakfast at our Bay of Pigs home

Posing with our taxi driver

Posing with our taxi driver

Biking through Havana forest

Biking through Havana forest


Pricing includes all activity admission, round trip airport transfers, transportation between and within cities, guides, B&B accommodations, all breakfast, and half the dinners.. Contact me for more information!

$2199 per person for the 7-day trip if booked by November 15th ($2299 by December 15th)

$3099 per person for the 11-day trip if booked by November 15th ($3199 by December 15th)

*Prices are based on double-occupancy. If you wish to have your own room, please add $399 per person for the 7-day trip or $499 per person for the 11-day trip. In the past, guests have enjoyed inviting friends and family to share a room, though I will try to pair up interested singles looking for a roommate.

A 50% deposit is required by the indicated date to reserve your spot. The remaining balance is due by January 15th, 2019.

IMPORTANT: Proof of travel insurance is required for this trip. Read my article Why You Should Buy Travel Insurance to learn why it’s so important. You may chose your own travel insurance provider but I recommend World Nomad's. I've used their insurance for many years, as have many of my clients, and they offer comprehensive coverage and excellent customer service at a reasonable price.

Related Articles about Cuba

See my previous blog posts to help you plan your upcoming trip to Cuba and to get a feel for the day-to-day life that few tourists encounter.

What to Know Before Booking an AirBnB in Cuba

How to Pack for Cuba

Is it Still Legal to Visit Cuba?

Camping in Guantanamo

Cuba's Zero-Waste Recycling Like You've Never Seen it Before

Spaghetti with Mustard: Not What You Expected from Cuban Food

How to Be Vegan in Cuba