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Visit Historic Landmarks in Havana | Visit a Cigar Factory | Visit a Local Farmer's Market | Walking Tour of Old Havana | Visit the Famous Callejón de Hamel | 1 UNESCO World Heritage Site

Join us in Havana, the elusive Caribbean capital city that has caught the eye and captured the hearts of travelers for decades. The sights and sounds of the city are lively and inviting, just like the people who inhabit it.

Discover Cuba’s largest city, an urban metropolis bursting with color and rhythm just waiting to be explored. Stroll along the famous Malecón, Havana’s legendary seaside boulevard, visit a cigar factory, experience the cobblestone streets of Old Havana, and let us show you the way to the city's best kept secrets.
El Morro Lighthouse Havana Cuba Sea
Day 1

After clearing immigration, customs, and collecting your luggage at José Martí International Airport in Havana, you’ll check-in to your hotel.* You’ll have time to relax and explore the streets of Havana with recommendations from your guide.

This evening, we’ll celebrate your arrival with a tour orientation and welcome reception.

*Check-in begins roughly at 4pm ET. The tour start time will vary slightly depending on flight arrivals. 

A vintage car drives through the colorful streets of Old Havana, Cuba
Day 2

After breakfast, join us on an excursion to a cigar factory where you’ll learn more about tobacco growing and the art of cigar rolling. Later, we’ll head to a local farmers market and you’ll see firsthand Cuba’s dual currency at work. Then we'll take a guided walking tour of Old Havana’s cobblestone streets, and explore one of the most wonderful examples of sixteenth-century Spanish colonial architecture. Your Cuban guide will take you through this UNESCO World Heritage site past all of the must-see locations, and give you an insider’s look at the local hangs and hidden treasures.

This afternoon after lunch on your own, you’ll take a ferry ride to Casa Blanca to visit Fortaleza de San Carlos de la Cabana, the famous fort at the mouth of Havana harbor. Built in the 18th century, and more widely known as La Cabaña, this landmark has some amazing views and is not to be missed. Later tonight you'll enjoy dinner on your own. We recommend trying one of Havana's delicious paladares, or privately owned restaurants.

Meals | Breakfast
callejon de hamel havana university central cuba mural car
Day 3

This morning, we’ll take a short drive to the small town of Jaimanitas to meet renowned artist Jose Fuster. Known as the Picasso of the Caribbean, he has turned his home and community into a living art gallery that has transformed old facades into colorful murals. Then continue exploring the artistic side of Havana with a visit to Callejón de Hamel, a unique street in the center of the city near the University of Havana with brightly colored murals, sculptures and objects infusing the two-block alleyway with a contagiously creative vibe. You will also learn about Afro-Cuban religions and meet with local musicians who gather and share their talents here.

After lunch on your own, you'll visit the famous Revolution Square before wrapping up the day by meeting with local artists. Dinner tonight will be on your own. Your insightCuba tour leader, who is an expert in the dining scene, will make the best recommendations. 

Meals | Breakfast
The skyline of Havana Cuba seen from above
Day 4

Check out of your hotel and bid “adiosito” (“goodbye for now”) to Havana. Travel to the airport for your return flight to the U.S.


Meals | Breakfast 

Please note that this itinerary is subject to change. Due to the unique nature of our programming, each departure is custom designed and not every activity listed on this itinerary is always available. Please rest assured that our team in both Cuba and the U.S. take special care in planning each excursion and draws from almost two decades of experience, relationships, and activities to make each itinerary exceptional. Each tour provides a full-time schedule of educational people-to-people exchange activities and is fully compliant with U.S. Department of Treasury, Office of Foreign Assets Control regulations regarding travel to Cuba. These same regulations provide that guest participation on each tour is mandatory.

  • Experienced insightCuba tour leader

  • Private Cuban driver

  • All entrance fees to scheduled activities and events

  • Transportation for excursions and activities provided via luxury motor coach

  • Certification of travel to Cuba under the U.S. Department of the Treasury general license

  • InsightCuba travel guidebook

  • 24-hour emergency customer service hotline

  •  Gratuities for luggage handling, restaurant service, and programmed activities throughout tour*

  • Flight concierge service (flight cost additional) 

*Customary end-of-tour gratuities for the guides and staff are left to the guest’s discretion and should be based on your satisfaction with the level of service received.

Not included: Airfare, Cuban visa, airport transfers and gratuities. Guests will transfer to and from the airport by taxi. 

Havana Getaway
DateDouble Occupancy
(per person)
Cuban Visa
Dec 14 – Dec 17, 2017$2,495$99 SpecialSALE

$500 OFF* HOLIDAY SALE. Dates are marked above. USE CODE: HOLIDAY SALE 

Promotional savings is $500.00USD per couple, or $250.00USD per person. Valid for new bookings only. This offer may not be combined with any other offer or discount. Available on the following select tours only: Undiscovered Cuba, Classic Cuba, Legendary Cuba, Vintage Cuba, Jazz in Havana, Weekend in Havana, Havana Getaway & Varadero + Havana. Offer valid through December 13, 2017 or while space is available. InsightCuba reserves the right to change the dates or end this promotion at any time. Discount has no cash value. 

SINGLE SUPPLEMENT: For single-occupancy pricing, add $400.

GROUP DISCOUNTS: 5% off land for groups of 5 - 9 guests. 10% off land for groups of 10 or more. Not combinable with any other offer or a private group. 

PREPAYMENT DISCOUNT: Pay in full at the time of booking and receive $100 OFF the full price! *Must book 120 days in advance of the departure date. This may not be combined with any other promotions. Normal terms and conditions apply. 

Havana Getaway

Once you have booked your tour, our flight concierge will gladly assist you with all of your flight needs. Call us at 914-380-8303 or click here for an air quote.

Please note that airport transfers are not included in this tour.

Visit our Flights to Cuba page for important information on the best way to book your flights for this tourPlease note that the tour you have chosen is a land based tour only, flights costs, airport transfers and Cuban visas are not included in your tour package.

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HOLIDAY SALE! $500 OFF* Our Most Popular Cuba Tours Departing In 2018. Limited time only. USE CODE: HOLIDAYSALE. Learn More Here.