Legendary Cuba Tour | insightCuba

Cuba Tours

You are here

Legendary Cuba Tour - 7 Days / 6 Nights - Havana, Vinales Valley, Pinar del Rio, Las Terrazas

highlights: Walking tour of Old Havana | Opera & Theater Group | An Organic Farm and Farm-to-Table Lunch | Ernest Hemingway's Home | Cuba's Tobacco Fields | Cigar Factory | Viñales Valley | Patio Pelegrin Community Project | Meet An Artist in his Home | 2 UNESCO World Heritage Sites

map of cuba havana, vinales vally, pinar del rio, las terrazas

Steeped in mystique, Cuba creates legends. Discover Cuba for yourself and uncover a history so rich, its legacy is memorialized in its architecture and its people. Learn why icons such as Hemingway, Churchill, and Sinatra felt an affinity for this rare place. Experience the music, which, for generations, produced global superstars who shook the world. Explore Havana, Cuba's first UNESCO World Heritage Site, where breathtaking Spanish-colonial buildings line cobblestone streets, and then the western province of Pinar del Río, where miles of Cuban tobacco awaits its destiny.

A colorful street seen in Havana, Cuba
Day 1

After clearing immigration and customs at the José Martí International Airport in Havana, you’ll take a short drive to the Meliá Cohiba hotel for check-in and a tour orientation*. This evening, we’ll celebrate your arrival over a welcome dinner.

Meals | Dinner

*Check-in begins roughly at 3pm ET. The tour start time will vary slightly depending on flight arrivals. 

Fresh fruit is displayed at a Farmers Market in Havana, Cuba
Day 2

After breakfast, we’ll hear a lecture by a local expert on contemporary Cuba. Guests will be encouraged to ask their most pressing questions. After we'll embark on a walking tour of Old Havana, a famous UNESCO heritage area, and explore its labyrinth of cobblestone streets and alleys. After having lunch at a local paladar, a privately, family-run restaurant, we'll visit the extraordinary Museum of Fine Arts. Then we'll have fun at farmer's market. Tonight, we'll dine at one of our favorite paladares.


Meals | Breakfast, Lunch, Dinner

Hemingways Home, Finca Vigia can be seen in Cuba
Day 3

This morning we’ll meet the dynamic artists and musicians behind Muraleando, one of Havana’s groundbreaking projects, where artists converted an old water tank into an art-and-performance space. Next, we'll visit the famous Rum Museum before taking lunch at a popular paladar. After lunch, we’ll soak up Havana’s nostalgia the Cuban way, by taking the ferry across the harbor to the town of Casablanca. Next, we'll visit Ernest Hemingway’s home, Finca Vigia, where you may come to understand why the author chose to spend twenty years in Cuba. Dinner tonight is on your own.

Meals | Breakfast, Lunch

A rancher is seen in the Pinar Del Rio region in Cuba
Havana / Pinar del Río
Day 4

After breakfast, we’ll depart Havana to begin a journey exploring the magic of the eastern province of Pinar del Río. Along the way, we’ll stop for a visit at the Patio de Pelegrin community project, an organic farm, art space and coffee shop. There, we’ll enjoy a lunch prepared by community residents (guest highlight). Next, we’ll meet a curator at a popular artist’s home and studio to learn about his artwork, displayed in galleries in the U.S. and museums in Cuba. After checking in at the hotel, we’ll meet with members of a remarkable opera-and-theatre group, who perform around the world. Dinner tonight will be at the paladar Café Ortuzar.

Meals | Breakfast, Lunch, Dinner

The Vinales Pinar Del Rio, Cuba
Pinar del Río / Viñales Valley
Day 5

This morning, we’ll head towards Viñales Valley and National Park to meet a local guide who will take us on a short walk through the park. Next, we'll visit a tobacco-drying house where a tobacco farmer will teach us how to roll cigars. For lunch, we’ll enjoy a farm-to-table meal prepared with local ingredients from near-by crops. After lunch, we’ll wander into Viñales Valley, Cuba’s Yosemite-like habitat, and into the town of Viñales. We'll walk on clay and admire up close the giant limestone rocks (mogotes) that make Viñales famous. A perfect end to the day, treat yourself to a savory coco loco (honey, rum and coconut water). Dinner tonight is on your own.

Meals | Breakfast, Lunch

Cigar farms in the Pinar del Rio region of Cuba
Pinar del Río / Las Terrazas / Havana
Day 6

After breakfast at the hotel, we’ll check out of our hotel, then visit a cigar factory in Pinar del Río to see firsthand, how Cuba's legendary cigars are made. On our way back to Havana, we’ll stop for lunch at Las Terrazas, a quaint, wholly self-sustainable eco community that also acts as a nature reserve. Then, we'll watch a dance performance from a local dance company who combines classical training with contemporary moves. In Havana, enjoy a farewell dinner at a paladar.

Meals | Breakfast, Lunch, Dinner

Vintage Cars in Havana Cuba
Day 7

After breakfast, bid farewell to Cuba as you board your flight home.

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.

  • Four nights at the Meliá Cohiba Hotel in Havana

  • Two nights standard accommodations in Pinar del Río

  • InsightCuba exclusive-guided programming

  • Expert Cuban guide

  • Six breakfasts, five lunches, and four dinners*

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

  • Small group size (usually 10 or fewer guests; never more than 24)

  • All entrance fees to scheduled activities and events

  • All in-country ground transportation and airport transfers via luxury motor coach**

  • Private Cuban driver

  • Fresh bottled water while touring

  • 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) 

  • Cuban visa ($99 fee applies)

*For Private Departures: Six breakfasts, lunches, and dinners on own. 

**Transfers available for group blocks or recommended flight arrival and departure times.

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

About: Travel with an intimate group of like-minded travelers to share experiences and make new friends. It’s our most popular choice and allows you to save on your trip. Average group size is 12 guests.

For Private Departures for only you and your companion(s), please scroll to the next section. 

DateDouble Occupancy
(per person)
Single Occupancy
Jun 15 – Jun 21, 2019$3,695$4,190  
Jun 29 – Jul 5, 2019$3,695$4,190  
Jul 20 – Jul 26, 2019$3,695$4,190  
Aug 24 – Aug 30, 2019$3,595$4,090  
Sep 21 – Sep 27, 2019$3,695$4,190  
Oct 12 – Oct 18, 2019$3,695$4,190  
Nov 9 – Nov 15, 2019$3,895$4,390  
Dec 28, 2019 – Jan 3, 2020$4,195$4,690  

PREPAYMENT DISCOUNT: Pay in full at the time of booking and receive $200 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. 

GROUP RATES: 5% off land for groups of 5 - 9 guests. 10% off land for groups of 10 or more. Not combinable with any other offer, private departures, or custom-made tours. Will be applied at final payment.

About: Select your favorite Signature Cuba tour, dates of travel, and your fellow traveler(s) and we’ll set up everything... just for you.

DateDouble Occupancy
(per person)
Single Occupancy
May 25 – May 31, 2019$3,995$4,490  
Jun 1 – Jun 7, 2019$3,995$4,490  
Jun 8 – Jun 14, 2019$3,995$4,490  
Jun 22 – Jun 28, 2019$3,995$4,490  
Jul 6 – Jul 12, 2019$3,995$4,490  
Jul 13 – Jul 19, 2019$3,995$4,490  
Jul 27 – Aug 2, 2019$3,995$4,490  
Aug 3 – Aug 9, 2019$3,895$4,390  
Aug 10 – Aug 16, 2019$3,895$4,390  
Aug 17 – Aug 23, 2019$3,895$4,390  
Aug 31 – Sep 6, 2019$3,895$4,390  
Sep 7 – Sep 13, 2019$3,895$4,390  
Sep 14 – Sep 20, 2019$3,895$4,390  
Sep 28 – Oct 4, 2019$3,995$4,490  
Oct 5 – Oct 11, 2019$3,995$4,490  
Oct 19 – Oct 25, 2019$3,995$4,490  
Oct 26 – Nov 1, 2019$3,995$4,490  
Nov 2 – Nov 8, 2019$3,995$4,490  
Nov 16 – Nov 22, 2019$4,195$4,690  
Nov 23 – Nov 29, 2019$4,195$4,690  
Nov 30 – Dec 6, 2019$4,195$4,690  
Dec 7 – Dec 13, 2019$4,195$4,690  
Dec 14 – Dec 20, 2019$4,195$4,690  
Dec 21 – Dec 27, 2019$4,195$4,690  
Jan 4 – Jan 10, 2020$4,195$4,690  
Jan 11 – Jan 17, 2020$4,195$4,690  
Jan 18 – Jan 24, 2020$4,195$4,690  
Jan 25 – Jan 31, 2020$4,195$4,690  
Feb 1 – Feb 7, 2020$4,195$4,690  
Feb 8 – Feb 14, 2020$4,195$4,690  
Feb 15 – Feb 21, 2020$4,195$4,690  
Feb 22 – Feb 28, 2020$4,195$4,690  
Feb 29 – Mar 6, 2020$4,195$4,690  
Mar 7 – Mar 13, 2020$4,195$4,690  
Mar 14 – Mar 20, 2020$4,195$4,690  
Mar 21 – Mar 27, 2020$4,195$4,690  
Mar 28 – Apr 3, 2020$4,195$4,690  
Apr 4 – Apr 10, 2020$4,195$4,690  
Apr 11 – Apr 17, 2020$4,195$4,690  
Apr 18 – Apr 24, 2020$4,195$4,690  
Apr 25 – May 1, 2020$4,195$4,690  
May 2 – May 8, 2020$3,995$4,490  
May 9 – May 15, 2020$3,995$4,490  
May 16 – May 22, 2020$3,995$4,490  
May 23 – May 29, 2020$3,995$4,490  
May 30 – Jun 5, 2020$3,995$4,490  
Jun 6 – Jun 12, 2020$3,995$4,490  
Jun 13 – Jun 19, 2020$3,995$4,490  
Jun 20 – Jun 26, 2020$3,995$4,490  
Jun 27 – Jul 3, 2020$3,995$4,490  
Jul 4 – Jul 10, 2020$3,995$4,490  
Jul 11 – Jul 17, 2020$3,995$4,490  
Jul 18 – Jul 24, 2020$3,995$4,490  
Jul 25 – Jul 31, 2020$3,995$4,490  
Aug 1 – Aug 7, 2020$3,895$4,390  
Aug 8 – Aug 14, 2020$3,895$4,390  
Aug 15 – Aug 21, 2020$3,895$4,390  
Aug 22 – Aug 28, 2020$3,895$4,390  
Aug 29 – Sep 4, 2020$3,895$4,390  
Sep 5 – Sep 11, 2020$3,895$4,390  
Sep 12 – Sep 18, 2020$3,895$4,390  
Sep 19 – Sep 25, 2020$3,895$4,390  
Sep 26 – Oct 2, 2020$3,995$4,490  
Oct 3 – Oct 9, 2020$3,995$4,490  
Oct 10 – Oct 16, 2020$3,995$4,490  
Oct 17 – Oct 23, 2020$3,995$4,490  
Oct 24 – Oct 30, 2020$3,995$4,490  
Oct 31 – Nov 6, 2020$4,195$4,690  
Nov 7 – Nov 13, 2020$4,195$4,690  
Nov 14 – Nov 20, 2020$4,195$4,690  
Nov 21 – Nov 27, 2020$4,195$4,690  
Nov 28 – Dec 4, 2020$4,195$4,690  
Dec 5 – Dec 11, 2020$4,195$4,690  
Dec 12 – Dec 18, 2020$4,195$4,690  
Dec 19 – Dec 25, 2020$4,195$4,690  
Dec 26, 2020 – Jan 1, 2021$4,395$4,890  
Jan 2 – Jan 8, 2021$4,195$4,690  
Legendary Cuba Tour

Once you have booked your tour, our flight concierge will gladly assist you with all your flight needs. Call us at 914-380-8303 or click here for an air quote. Please note that domestic and international flight costs are not included in your tour or travel package.  

The recommended flights* for all guests on this tour are: 

American        1447    MIAMI-HAVANA (MIA-HAV) 

American        1345    MIAMI-HAVANA (MIA-HAV)  

American        1334    HAVANA-MIAMI (HAV-MIA) 

Flight times may vary, please consult the airline's website for the most up to date flight information on your dates of travel.  

*Group airport transfers are included for recommended flights only.

PURCHASING AIR ON YOUR OWN: You are welcome to book on your own, however please keep the following in mind:

Recommended flight and group airport transfers - Group airport transfers in Cuba are provided for recommended flights only. If you require a transfer from the airport to the hotel, please either book the recommended flight above, or call our flight concierge team to assist you

Non-Recommended Flights without group airport transfer - You may book a flight other than the recommended flight, however, group airport transfers are not included. Taking a taxi from the airport to the hotel is very simple and will cost you only CUC$25 (US$30) each way.

Authorized airlines - Not all airlines are authorized by the U.S. Department of Transportation to fly to and from Cuba. While this information may change, the currently authorized airlines are: American Airlines, Delta Air Lines, JetBlue Airways, Southwest Airlines, and United Airlines. Please contact the carrier for up to date flight schedules and routes.

Correct Airport - Please note that flights for this tour are round trip to Havana, Cuba. If you purchase air on your own, please make sure to book the proper airport or destination. Booking the wrong airport can result in expensive ticket change fees, or airport transfer.

Twitter Feed

  1. #DidYouKnow -- 🇨🇺The National Tree of Cuba is the Royal Palm. Although it is not native of Cuba, it is prevalent th… https://t.co/hLHquUnih6
  2. 🍴Recipe of the week: Frituritas de Malanga (Malanga Fritters) Malanga is a root vegetable that many describe as nut… https://t.co/3Ffhj1ii1a
  3. 🇨🇺📷 Sunrise over Casa Blanca and Havana's harbor 😍 https://t.co/TqYDR9e2EC#cuba #travel https://t.co/fMDukdbIP4
Follow @insightcuba

Request your FREE Brochure!

Sign up for News & Offers