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Cuba Explorer - Luxury Small Ship Cruise
10 Days / 3 Historic Ports from Miami
February 11 - February 20, 2019

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10 Days That Could Change The Way You See The World
Discover the best of Cuban culture on our intensive Azamara singles cruise around Cuba. Departing from the sunny and stylish port of Miami, we’ll arrive in Havana before you can say “hasta mañana”! Experience this vibrant, energetic country with five full days in port. Explore historic buildings, squares, and landmarks, feel the excitement in the air from the moment we step off our ship. Cuban music, Cuban Culture, Classic Cars will all be part of our cruise vacation.

Cruise Map
Cuba cruise map

Included Cruise Ammenities


Select standard spirits, international beers and wines

Bottled water, soft drinks, specialty coffees and teas


All Gratuities  -  Self-service laundry


Concierge services for personal guidance & reservations

Egyptian cotton bed linens - Terrycloth bathrobes & Slippers

Welcome fruit basket - Free Azamara-branded tote bag

Umbrella & binoculars for use during the sailing

Indulge on the Azamara's Journey and Be Pampered!
The 690-passenger Azamara Journey offers cruisers large-ship amenities and enriching onboard programs, like expert-led lecture series and sommelier-led wine tastings without the crowds. Plus with 408 crew members on board, the Journey offers a higher level of personalization than today’s megaships.

Cruisers have plenty of dining options to choose from, including three causal eateries, a main dining room and two specialty restaurants – all of which recent travelers praise. The ship also offers entertainment options such as live music, their famous white night party and casino games, as well as a spa and fitness center. The Journey was revitalized in early 2016 to include the latest technology and updated decor.

Cuba Explorer - Luxury Small Ship Cruise Daily Itinerary

Port of MiamiCruise Day 1: Miami, Florida  (Monday: February 11 / 5:00pm)
Miami's amazing medley of cultures and flashy urban settings makes it a scene to be seen. Visit the trendy Art Deco district of South Beach, Calle Ocho in Little Havana, the super-upscale neighborhoods of Coconut Grove and Coral Gables and the unique ecosystem of the Everglades.
Board the Azamara Journey - 12:00pm - 3:00pm

Cruise Day 2: Havana, Cuba  (Tuesday: February 12 / 9:00am - )
Havana cubaCuba’s colorful capital is probably best known for the Spanish-influenced architecture of Old Havana. But its historic castles, fortresses, cathedrals, mansions and public buildings vie for attention with the city’s lively music and entertainment scene, an eclectic and sophisticated mix of museums, art galleries, music, dance, and open-air festivals that take full advantage of the island’s sunny Caribbean climate.
Included Shore Excursion:Old Havana Walking & Classic Car Tours - Experience the city’s 16th-century heritage with a walking tour of Old Havana and a stroll down the Prado that brings us to the Capitol. Visit the four main squares, all rimmed by colorful Spanish Colonial architecture and bustling with activity. But this is a people-to-people day, too: Old HavanaWe’ll meet business owners and workers and see, firsthand current restoration efforts in this UNESCO site. Shop at the Almacenes San José Artisans’ Market, Havana’s largest craft market.
Now it's time to hop into our classic cars and travel through Old Havana, Centro Habana, Vedado and Nuevo Vedado, Miramar and Santa Fe districts. Some of the attractions we will see are: The border of Old Havana, The Capitol building and the Great Theater of Havana, Reina and Carlos III streets, Revolution Square, Cristobal Colon Cemetery, havana carHabana Forest, 5fth avenue and Miramar where we'll see the 50’s style mansions, Fusterlandia (the house and town of the artist Fuster), on to the Biltmore neighborhood (the richest houses in Havana), then travel through Malecón avenue until the Hotel Nacional de Cuba to enjoy a good mojito, then stop at the Christ of Havana to enjoy a panoramic view of the city. Finally our drivers will drop us off near our cruise ship.
Tonight we walk off the ship to sample Havana’s legendary music and entertainment scene, a very different side of the city’s heritage.


Cruise Day 3: Havana, Cuba  (Wednesday: February 13 / Docked All Day)
vinales valleyHavana is a study in contrasts. A stroll down the Prado, through the historic neighborhood of Old Havana, provides a glimpse into the city’s 16th-century heritage, while the salsa clubs generate a vibrant energy. Wander along Havana’s beloved oceanside boulevard, the Malecón, enjoy an authentic Cuban lunch at a local paladar, and do a little shopping at the Almacenes San José Artisans’ Market.
Included Shore Excursion: Viñales Valley Tour - Viñales Valley, best known for its tobacco farms, laid back lifestyle and distinctive limestone hills is the perfect combination of natural beauty and traditional Cuban culture. Fields with tall palm trees and extensive tobacco plantations are part of its lush landscapes.
Cueva del IndioVisit a traditional tobacco farm, where we´ll learn about the tobacco farmers, their traditions and customs, the cultivation of leaves and the manufacture of the cigar. Then a tobacco sorting place where only ladies classify the leaves according to the size and the quality, besides the fermentation, drying process and packing.
Next we visit the famous Cueva del Indio, an ancient rock structure with stalactites and stalagmites. Cave paintings and archaeological finds belonging to pre-Columbian Cuban cultures were found inside. A short boat ride inside the caves to see the geology, flora and fauna takes us outside.
Tonight enjoy the famous Tropicana Cabaret nightclub. Located outdoors in a vibrant forest with large majestic trees, gives the theater its cool tropical feeling.


Cruise Day 4: Havana, Cuba  (Thursday: February 14 / - 6:00pm)
Tropicana CabaretHavana is Cuba’s capital city. Spanish colonial architecture in its 16th-century Old Havana core includes the Castillo de la Real Fuerza, a fort and maritime museum. The National Capitol Building is an iconic 1920s landmark. Also in Old Havana is the baroque Catedral de San Cristóbal and Plaza Vieja, whose buildings reflect the city’s vibrant architectural mix.
Optional Tour Day: With so many things to do in Havana we have left today open. We suggest booking an optional tour with the cruise ship -
Dance and Art of Havana with lunch - Embrace the culture of Cuba on an exploration that visits the National Museum of Fine Arts, a celebrated dance studio, and a local craft market.
Mob Hotels And Casinos of Havana - Return to Havana in the 1950s when Mob bosses like Lucky Luciano and Meyer Lansky ruled the nightlife and A-list celebrities flocked to their hotels.
Cuba artDance Classes At The Lizt Alfonoso School - Move your hips to the sultry rhythms of Cuba during a dance class given by the experts at Havana's prestigious Lizt Alfonso Academy.
The Art Of Cuban Cuisine – Cooking Class - Learn how to prepare some traditional Cuban delicacies during a hands-on cooking workshop lead by a group of local chefs and culinary aficionados.
Jewish Heritage Tour - Enjoy a wonderfully uplifting and immersive look at Havana's Jewish community on an excursion that brings you to their streets and visits a local synagogue.
Hemingways Havana - Delve into Hemingway’s days living, fishing, drinking, and writing in Cuba on an excursion that visits his former home and favorite local spots.


Cruise Day 5: A Day at Sea  (Friday: February 15)
Spend the day sailing in style aboard our boutique cruise ship. Hang out with your new single friends, book an optional spa treatment at the Sanctum or lounge the day away on the sunny pool deck.


Cruise Day 6: Cienfuegos, Cuba (Saturday: February 16 / 8:00am - 6:00pm )
Cienfuegos CubaThe coastal city of Cienfuegos, the center of Cuba’s sugar, tobacco, and coffee trades, is known to Cubans as the Pearl of the South. Near the entrance to the city’s spectacular natural bay stands the great stone fortress of Castillo de Jagua, built in 1745 to protect the city against pirate attacks.
Included Shore Excursion: Colonial Trinidad Tour - Between the Caribbean Sea and the Sierra del Escambray Mountain Range and an hour and half from Cienfuegos, we will find the picturesque town of Trinidad. A UNESCO World Heritage Site, Trinidad is home to one of the largest collections of colonial buildings in Cuba. View the pastel-colored houses, tiled courtyards and ornate wooden trellised windows as we stroll the cobbled streets of Trinidad’s colonial center. It will feel like time has stood still as we experience Caribbean Trinidad Cubacharm at its best. One of the most photographed squares is Plaza Mayor, a symbol of colonial times with a magnificent palace. We will also find the “Museo Romántico” with items of furniture, glassware, household equipment and an impressive collection of precious stones all from the 19th century located here.  Another extraordinary building is the “Palacio Cantero” which today serves as Trinidad’s History Museum. This palace not only displays the many possessions of the wealthy Cantero family, but the magnificent lobby with Italian marble flooring, pastel-colored frescoes and ornate arches are equally striking. An adjoining tower also offers spectacular panoramic views of the whole town.
Visit the Casa del Alfarero, a workshop with an artisan tradition that dates back to the middle of the 19th century. See the potters at work in a beautiful open-air space. Afterward, relax over lunch at a local restaurant. Then, it's off to the Municipal Museum of Trinidad where we'll admire archaeological pieces from indigenous peoples, and relics from the slave trade and sugar cane industry.


Cruise Day 7: Day At Sea  (Sunday: February 17)
Sleep late then join in on all the fun singles activities onboard or relax on the sundeck or take a dip in the pool.  

Cruise Day Day 8: Santiago de Cuba (Monday: February 18 / 7:30am - 3:00pm)
Santiago De CubaThe distinctly Caribbean spirit of Santiago de Cuba is evident in every aspect of the city’s cultural life. Cuba’s second largest city is home to the popular festivals of Carnaval and the Fiesta del Fuego, as well as to many of the country’s most famed musicians and artists and some of its most visited historic sites.
Included Shore Excursion: Birthplace of the Revolution Tour - Explore Cuba's colonial and revolutionary history on this glimpse into the past at the City Curator's Office, the 26th of July Museum (Moncada Barracks), San Juan Hill, and Santa Ifigenia Cemetery. Discover Santiago's colonial slave trade roots. Later, French immigrants arrived in Santiago after the Haitian slave revolt of 1791. Begin with a visit to the City Castro GraveCurator's Office. Then, mingle with the locals at Parque Céspedes square, a popular gathering place. Learn about the Cuban Revolution at Moncada Barracks, where the first battle of the revolution is believed to have taken place, and see the statues at Revolution Square. Then, relax over a traditional lunch at a local restaurant. After, see Loma de San Juan, where Teddy Roosevelt's rough riders rode to victory during the Spanish-Cuban-American War.
Finally, visit the Cementerio Santa Ifigenia, where Fidel Castro will be buried alongside Cuban patriot José Martí.


Cruise Day 9: Day At Sea (Tuesday: February 19)
Our last day at sea together after three interesting ports. Time for the famous Best Single Travel jewelry making session plus our farewell dinner.


Cruise Day 10: Miami, Florida (Wednesday: February 20 / Arrival 7:30am)
Our cruise ship has docked in Miami this morning. Time to make your way to the airport according to your individual schedule. Please don't book a flight before 11:00am. We hope you had a great time! 

Cuba Cruise - Past Video
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Singles Cruise Pricing
Inside Cabin

Interior staterooms are an excellent value. These spacious staterooms have no window which is great if you like to sleep late!

Ocean View

The large picture window will delight you and provides an excellent view of the ocean and each destination! * Some oceanview staterooms have obstructed views

Private Balcony

Enjoy the scenic views from your own private balcony. Most balcony staterooms also have a separate sitting area.

I will share a cabin with a friend or use the Free Roommate Match Program
Cabin TypeDepositFull Payment


$600 $4745.49


$600 $5145.49



Sold Out

Amounts are in US Dollars and Includes Shore Excurions and All Taxes and Surcharges

I want my own cabin
Cabin TypeDepositFull Payment


$1200 $7944.98


$1200 $8744.98


$1200 Sold Out
Amounts are in US Dollars and Includes Shore Excurions and All Taxes and Surcharges

All prices are subject to availability and may be increased or withdrawn by the cruise line as the ship fills. Book now to avoid disappointment!

**Free Roommate Matching**
Best Single Travel provides roommate matching on all our vacations as a courtesy to our clients who confirm their reservations at least 90 days before departure. If you request a match within 90 days of your sail date, we cannot guarantee you a roommate.

Cuba Cruise Pre-Night Package

$175 Share Room / $335 Single Room
Includes breakfast and transfer to ship

(roommate matching not guaranteed on pre-nights)

Cuba Explorer - Luxury Small Ship Singles Cruise
February 11 - February 20, 2019
(If paying after October 10, 2018 please pay full amount)

If you would like a shared cabin and are booking 90 days prior to sailing we guarantee you a roommate match. If you are booking within 90 days of sailing we will confirm a roommate within 24 hours.
Click here to book now

Click Here for Frequently Asked Singles Cruise and Cancellation Policies