Cuba Cruises

You are here

share  

Explore Cuba's Coast | Walking Tour of Old Havana | Meet Cuban Artists in Their Studios | See the Architecture in Cienfuegos | Explore Trinidad's Cobblestone Streets | Visit the Famous Fort of Santiago de Cuba | 4 UNESCO World Heritage Sites

Around Cuba Trinidad Cienfeugos Santiago de Cuba Maria La Gorda Havana

At long last you can experience Cuba's mysteries aboard a luxurious mega-vessel, the M/V Victory I. Choose from two 14-day or a 16-day journey and cruise along the sapphire Caribbean waters to uncover the secrets that bring this untouched island to life.

Your vessel will take you to Cuba’s most historic cities, including Santiago de Cuba, Havana, Trinidad, Cienfuegos and María La Gorda, where you will have the unique opportunity to meet with the warm and welcoming people who give this enigmatic country its spark.

While at sea, enjoy all of the amenities the M/V Victory I has to offer, including several dining options, access to an open-bar, a deluxe salon and spa, and specially arranged performances from Cuban musicians. Plus, you'll have the opportunity to learn more about Cuban culture from our on-board experts, who will hold daily lectures and discussions with the group.

While on land, you’ll visit some of Cuba’s most important landmarks like San Pedro de la Roca in Santiago de Cuba, take a walking tour of Old Havana, and meet with local professionals and artists to get an insider’s perspective on life in Cuba. After an exciting day of people-to-people activities, return to your cabin aboard the M/V Victory I where our expert crew will attend to all of your needs.


M/V Victory I

About the M/V Victory IDeck 5Deck 4Deck 3Deck 2Deck 1
About the M/V Victory IDeck 5Deck 4
Deck 3Deck 2Deck 1

About the M/V Victory I

M/V Victory I
M/V Victory I cruise ship yacht mega vessel sail Cuba

Ship Overview

The indisputable joy of sailing along the Caribbean is brought to life on the M/V Victory I, an agile, intimate ship that easily navigates canals and locks, tranquil bays, and hidden ports where larger ships dare not go. Onboard, fresh, modern design tips its hat to our maritime past as spacious, open-air lounges, inviting dining venues, and generous windows ensure you never miss a chance to savor the spectacular view. With a caring crew of 84, pampering no more than 202 guests, you’ll feel at home from the moment you step on board. Whether it’s a favorite cocktail served on deck, our attentive, intuitive staff, available whenever you need them, or the delicate chocolate on your pillow ensuring sweet dreams, serving you is our pleasure.

All cabins include:  Free Internet & WiFi, 100% Egyptian cotton bedding, personal robes and slippers, top of the line bath amenities that are environmentally sensitive, premium mattresses, in-room electronic safe, individual climate control, LCD flat screen television (satellite), alarm clock, hair dryer, magnifying makeup mirrors, telephone, daily housekeeping and generous closets and under-bed storage.

Other onboard amenities include salon & spa, themed afternoon tea service, complimentary soft drinks and house wine, beer, and spirits.

All cabins sleep two passengers.

observation deck m/v victory I cruise ship vessel sun deck lounge Cuba Caribbean deck luxury vacation

Facts at a Glance

LOA: 286.32 ft / 87.27 m
Beam: 50 ft / 15.24 m
Draft: 13.52 ft / 4.12 m
Staterooms & Suites: 105
Capacity: 210
Crew: 90
Passenger Decks: 5
Speed: 12 knots
Built: 2001
Refurbished: 2015
Gross Tonage: 5954 tons

Deck 5

M/V Victory I Deck 5
Sun deck observation deck lounge area relax chairs cruise yacht

Sun Deck

Lounge on the aft deck on comfortable, cushioned outdoor sofas under the pergola- the perfect place to celebrate a successful shore excursion, gather for afternoon cocktails, amber sunsets or a little late-night stargazing. In the morning or afternoon, take advantage of the forward deck to start the day with your morning coffee, relax with a book and soak up some rays on one of the outdoor lounge chairs.

Deck 4

M/V Victory I Deck 4
Category AA cabin queen bed luxury travel M/V Victory I room Caribbean cruise vacation

Category AA

category AA swatch

Category AA rooms offer ocean views with direct access to the open-air promenade. There are two twin or one queen bed options, and rooms are fitted with armoire, chest of drawers, mini fridge and fresh fruit daily. Average cabin size is 161 sq ft.

cliff rock outdoor bar and grille m/v victory I dinning yacht vacation cruise cuba eat food drink restaurant relax

Cliff Rock Outdoor Bar & Grille

Enjoy fresh air and fresh selections at the Cliff Rock Grille, where “hot rock” cooking is the special of the day, every day. Choose your ingredients and watch them be cooked to perfection on 100% pure volcanic lava rock. Serving buffet breakfast and lunch and seated dinner.

Deck 3

M/V Victory Deck 3
Category B cabin queen bed luxury travel M/V Victory I room Caribbean cruise vacation

Category B

category b color swatch

Category B rooms are ocean view staterooms with either two twin beds or one queen bed. They are fitted with an armoire, chest of drawers and fresh fruit daily. The average cabin size is 146 sq ft.

Category C cabin queen bed luxury travel M/V Victory I room Caribbean cruise vacation

Category C

category C color swatch

Category C rooms offer ocean views with either two twin beds or one queen bed. They are fitted with an armoire, chest of drawers and fresh fruit daily. The average cabin size is 152 sq ft.

Deck 2

Category C cabin queen bed luxury travel M/V Victory I room Caribbean cruise vacation

Category C

category c color swatch

Category C rooms offer ocean views with either two twin beds or one queen bed. They are fitted with an armoire, chest of drawers and fresh fruit daily. The average cabin size is 152 sq ft.

Seascape tavern m/v victory I bar restaurant lounge eat dining room yacht public area luxury cruise vacation food drink

The Seascape Tavern

Share stories and laughter with friends and fellow travelers in the casual comfort of this cozy, English-style tavern. In the early evening, talented musicians bring the ship to life with all your favorite songs.

The indoor compass lounge m/v victory I common area yacht cruise vacation Cuba relax luxury

The Compass Lounge

In our indoor Compass Lounge, you can use our free WiFi to catch up on the latest news or send a few emails to friends back home. Guests may also attend an enriching presentation by an onboard specialist, or gather around the grand piano for an old fashioned sing-along. After dinner, music, and dancing, the lounge is the perfect place to gather with friends and keep the fun going into the evening hours.

The latitude salon and spa m/v victory I relax beauty massage treatment luxury cruise vacation

Latitude Salon and Spa

Renew yourself with a relaxing massage or with one of our many beauty treatments at our delux salon and spa. 

Deck 1

Deck 1 layout M/V Victory I
Shearwater dining room yacht cruise m/v victory I Cuba dine food drink meal luxury vacation

Shearwater Dining Room

Savor delicious cuisine in the easy elegance of the main dining room, where a professional wait staff serves breakfast, lunch, and dinner daily from our chef’s menu of regionally inspired dishes.

 

Cuba car miami vintage travel
Miami
Day 1

You’ll be met at the airport and escorted to the Port of Miami to board our ship. Enjoy a briefing and dinner as we cruise across the Florida Straits. 

Meals | Dinner

Caribbean Sea Cuba sailing sail cruise yacht
Day at Sea
Day 2

This relaxing day is enriched by talks with our shipboard experts, who delve into a wide variety of topics from politics and the arts to the continually evolving relationship between our two nations. Our shipboard program over the next two weeks will enhance your cruise and Cuba experience. Enjoy fine dining, our open bar and the congenial camaraderie of your fellow travelers as you begin your journey.

Meals | Breakfast, Lunch, Dinner

Santiago de Cuba travel cruise sail yacht vacation luxury
Day At Sea
Day 3

Enjoy another delightful day of cruising as we sail around the eastern tip of the island toward our first port of call in Santiago de Cuba. Enriching talks with our shipboard Cuba experts continue along with wonderful meals and breathtaking scenery.  

Meals Breakfast, Lunch, Dinner

San Pedro de la Roca fortress Santiago de Cuba travel Cuba
Santiago de Cuba
Day 4

Today you’ll begin your first day of on shore people-to-people activities in historic Santiago de Cuba. We’ll start with a visit to the home of Diego Velázquez, one of the most famous painters of the Spanish Golden Age of the 17th century. Now a museum, his home is the oldest standing example of colonial architecture in Cuba. Next we’ll take a guided tour of the famous Cathedral of Santiago and the surrounding Parque Cespedez.

After lunch at a local paladar, or family owned restaurant, enjoy the breathtaking views on our tour of San Pedro de la Roca. Built by the Spanish in the 17th century, this massive stone fortress is spectacularly set on a rocky promontory overlooking Santiago de Cuba Bay and is now recognized as a UNESCO World Heritage Site.

Meals | Breakfast, Lunch, Dinner

Musician drummer Cuba Santiago de Cuba music rhythm dance
Santiago de Cuba
Day 5

Our second day of sightseeing and people-to-people activities in this vibrant town begins with a lesson on the unique heritage of this region, as we visit Santa Ifigenia Cemetery to observe the traditional changing of the guard. Then we'll head to a cultural center to meet with locals who will discuss the mysteries behind one of Cuba’s popular religions, Santería, before enjoying a performance by a local Afro-Cuban dance company. After lunch on board the ship, we'll make our way to Revolution Square and the famous Moncada Barracks. 

Late this afternoon, we continue our voyage along the southern coast. 

Meals | Breakfast, Lunch, Dinner

Caribbean Sail cruise ocean boat Santiago de Cuba Trinidad travel luxury vacation
Day at Sea
Day 6

Delight in another day of congenial conversation, fine meals and informative talks with our onboard Cuba experts as we leave Santiago de Cuba and sail towards Trinidad.

Meals | Breakfast, Lunch, Dinner

Trinidad Cuba travel architecture luxury vacation trip guided tour people to people culture
Trinidad
Day 7

Today we’ll start to explore the handsome Colonial-era town of Trinidad, another UNESCO World Heritage Site, and start with a visit to San Isidro de los Destiladeros. This archeological site boasts remains of a local sugar mill, which was the crux of economic stability in the area for decades. Then we’ll visit a local pottery house and meet with the owners to learn about the history of this tradition in Trinidad. Next we will stop for lunch and enjoy a walking tour of Colonial Trinidad, followed by a trip to a local artist’s home and gallery.

Tonight you’ll enjoy dinner on board the ship then head back on shore for an exclusive musical performance at a cultural center.

Meals | Breakfast, Lunch, Dinner

Trinidad Cuba travel architecture luxury vacation trip guided tour people to people culture
Trinidad
Day 8

Today you'll enjoy another day of guided exploration in this beguiling city, beginning with a trip up to the Escambray Mountains, where you'll learn about the unique flora and fauna of one of the most important mountain ranges in the region. You'll also have the opportunity to meet with a local coffee farmer who will share insider's tips on this legendary and delicious part of Cuban culture. This afternoon we'll head to a craft market to meet with local artists and see their creations after enjoying a delicious lunch. Early this evening, the M/V Victory I will set sail again on a westerly course toward Cienfuegos. 

Meals | Breakfast, Lunch, Dinner

Cienfuegos Cuba building architecture travel colonial vintage car explore people to people
Cienfuegos
Day 9

Recognized for its architectural diversity, Cienfuegos boasts a fine Colonial district and a collection of 20th-century palaces set along the bay. Start the day with a trip to a local farmer's market, followed by a trip to Parque Punta Gorda to get an overview of the area from local experts. Continue with a walking tour of Cienfuegos to learn more about the rich history and culture of this region. After lunch, enjoy a performance and exchange with a local children's group. We’ll wrap up the day with a visit to an artist's studio. Our ship will be docked here overnight, allowing plenty of time to explore Cienfuegos by night, and possibly sample the region’s cuisine at a popular paladar.

Meals | Breakfast, Lunch, Dinner

Caribbean Sail cruise ocean boat Santiago de Cuba Trinidad travel luxury vacation
Cienfuegos
Day 10

On our second day of exploring in Cienfuegos, we’ll take a short drive to meet with locals at Playa Giron, famous site of the Bay of Pigs. After touring the Bay of Pigs Museum, we'll stop for a delicious lunch on our way back to Cienfuegos. Then, we'll get an insider's look at a local theater company and enjoy a special performance. Early this evening, we’ll recommence our cruise, charting a westward course toward our next port of call in Havana.  

Meals | Breakfast, Lunch, Dinner

Havana Malecon seaside boulevard caribbean ocean travel Cuba
Day at Sea
Day 11

Delight in a day of congenial conversation with your fellow passengers, sit down to a fine lunch with free-flowing wine, take advantage of our ship’s open bar, and enjoy presentations from our Cuba experts.

Meals | Breakfast, Lunch, Dinner

Car yellow vintage cuba travel tour trip street building city Havana capital
Day at Sea / Havana
Day 12

Having rounded the western tip of the island, today finds the M/V Victory I sailing along the north coast toward Havana. Enjoy congenial conversation with your fellow passengers and take in the beautiful scenery as we cruise along the Caribbean. Early this evening, you’ll want to be on deck as we sail into Havana Harbor. After dinner, we might have a chance to go ashore and take in a lively jazz performance at one of Havana’s celebrated nightclubs.  

Meals | Breakfast, Lunch, Dinner

Malecon el morro lighthouse seaside boulevard ship ocean caribbean travel
Havana
Day 13

This morning we will make our way up to the home of Ernest Hemingway, Finca Vigia, where he lived for 20 years and wrote some of his most famous works. While in the area, we will also meet with local fishermen to get an insider’s perspective on the village of Cojimar. After lunch at a local paladar, we make our way to a famous cemetery to learn more about the country’s religious traditions. Late this afternoon, our ship will begin its return voyage to Miami. Enjoy a final gourmet dinner onboard, accompanied by free-flowing wine and our ship’s open bar.

Meals | Breakfast, Lunch, Dinner

Vintage car had pink cuba capital Havana city drive travel
Miami
Day 14

After breakfast, you’ll disembark in the Port of Miami and will be taken to the airport for your homeward flight.

Meals | Breakfast

This itinerary may be subject to change as a result of weather and other factors not in our control. Sailing direction and activities in this itinerary should be considered a sample only. Due to the unique nature of our programming, each departure is custom designed and not every activity listed on this itinerary is always available. 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.

Havana Cuba malecon seaside boulevard travel Caribbean city
Miami
Day 1

You’ll be met at the airport and escorted to the Port of Miami to board our ship. Enjoy a briefing and dinner as we cruise across the Florida Straits. 

Meals | Dinner    

Sea Caribbean blue water turquoise travel
Day at Sea
Day 2

This relaxing day at sea is enriched by talks with our shipboard experts, who delve into a wide variety of topics from politics and the arts to the continually evolving relationship between our two nations. Our shipboard program over the next two weeks will enhance your cruise and Cuba experience. Enjoy fine dining, our open bar and the congenial camaraderie of your fellow travelers as you begin your journey.

Meals | Breakfast, Lunch, Dinner

Sea Caribbean blue water turquoise travel
Day at Sea
Day 3

Enjoy another delightful day of cruising as we sail around the eastern tip of the island toward our first port of call. Enriching talks with our Cuba experts continue along with wonderful meals and beautiful scenery. 

Meals | Breakfast, Lunch, Dinner

Santiago de Cuba bay travel luxury sail cruise yacht vacation trip wanderlust
Santiago de Cuba
Day 4

Today we begin our first day of exploration in Santiago de Cuba. We’ll start with a visit to the home of Diego Velázquez, one of the most famous painters of the Spanish Golden Age of the 17th century. Now a museum, his home is the oldest standing example of colonial architecture in Cuba. Next we'll take a guided tour of the famous Cathedral of Santiago and the surrounding Parque Cespedez.

After lunch at a local paladar, or family owned restaurant, enjoy the breathtaking views on our tour of San Pedro de la Roca. Built by the Spanish in the 17th century, this massive stone fortress is spectacularly set on a rocky promontory overlooking Santiago de Cuba Bay and is now recognized as a UNESCO World Heritage Site. 

Meals | Breakfast, Lunch, Dinner

Santiago de Cuba cathedral famous church travel mountains Cuba luxury sail cruise yacht
Santiago de Cuba
Day 5

Our second day of people-to-people activities in this vibrant town begins with a lesson on the unique heritage of this region, as we visit Santa Ifigenia Cemetery to observe the traditional changing of the guard. Then we'll head to a cultural center to meet with locals who will discuss the mysteries behind one of Cuba’s popular religions, Santería, before enjoying a performance by a local Afro-Cuban dance company. After lunch on board the ship, we'll make our way to Revolution Square and the famous Moncada Barracks. Late this afternoon, we continue our voyage along the southern coast.

Meals | Breakfast, Lunch, Dinner

Observation deck of the M/V Victory I cruise Caribbean Cuba travel luxury yacht sail
Day at Sea
Day 6

Delight in another day of congenial conversation, fine meals and informative talks with our onboard Cuba experts. 

Meals | Breakfast, Lunch, Dinner

View of Trinidad, Cuba travel colonial town historic UNESCO World Heritage Site
Trinidad
Day 7

The second half of your cruise starts with a visit to the handsome Colonial-era town of Trinidad, which is also another UNESCO World Heritage Site. We’ll start with a visit to San Isidro de los Destiladeros. This archeological site boasts remains of a local sugar mill, which was the crux of economic stability in the area for decades. Then we’ll visit a local pottery house and meet with the owners to learn about the history of this traditional art form in Trinidad. After lunch enjoy a walking tour of Colonial Trinidad, followed by a trip to a local artist’s home and art gallery.

Tonight you’ll enjoy dinner on board the ship then head back on shore for an exclusive musical performance at a cultural center.

Meals | Breakfast, Lunch, Dinner

Trinidad Colonial town Cuba travel history colorful wanderlust UNESCO World Heritage Site
Trinidad
Day 8

Today you'll enjoy another day of guided exploration in this beguiling city, beginning with a trip up to the Escambray Mountains, where you'll learn about the unique flora and fauna of one of the most important mountain ranges in the region. You'll also have the opportunity to meet with a local coffee farmer who will share insider's tips on this legendary and delicious part of Cuban culture. Then we'll head to a craft market to meet with local artists and see their creations after enjoying a delicious lunch. This evening, dinner will be on board the M/V Victory I as we set sail again on a westerly course toward Cienfuegos. 

Meals | Breakfast, Lunch, Dinner

Architecture in Cienfuegos lion building travel Cuba colonial town UNESCO World Heritage Site
Cienfuegos
Day 9

Recognized for its architectural diversity, Cienfuegos boasts a fine Colonial district and a collection of 20th-century palaces set along the bay. Start the day with a trip to a local farmer’s market, followed by a trip to Parque Punta Gorda to get an overview of the area from local experts. Continue with a walking tour of Cienfuegos to learn more about the rich history and culture of this region.

After lunch, enjoy a performance and exchange with a local children’s group. We’ll wrap up the day with a visit to an artist’s studio. Tonight enjoy a special onboard musical performance as we make our way towards the nation’s capital.

Meals | Breakfast, Lunch, Dinner

Travel sea Cuba Caribbean sea travel ship
Day at Sea
Day 10

Enjoy another day of cruising as we chart a westward course. Enriching talks from our experts continue along with the convivial camaraderie of your fellow passengers.

Meals | Breakfast, Lunch, Dinner

Musician drummer Cuba Santiago de Cuba music rhythm dance
Day at Sea / Havana
Day 11

Having rounded the western tip of the island, today finds the M/V Victory I sailing along the north coast toward Havana. Delight in this day of congenial conversation with your fellow passengers, sit down to a fine lunch with free-flowing wine, take advantage of our ship’s open bar, and enjoy presentations from our Cuba experts. Early this evening, you’ll want to be on deck as we sail into Havana Harbor. After dinner, we might have a chance to go ashore and take in a lively jazz performance at one of Havana’s celebrated nightclubs.  

Meals | Breakfast, Lunch, Dinner

Havana Cuba Capitol building Old Havana vintage car travel
Havana
Day 12

Today we start our first full day in the nation's lively capital city. We'll begin with a walking tour of Old Havana, where your expert Cuban guide will discuss the history of the famous plazas. Next we'll continue on to a hairdressing salon that also acts as a museum, displaying antique tools and art inspired by the trade. After lunch, enjoy a performance by a local dance company then take a visit to a craft market to meet with artists. 

We’ll be docked here for a second night, so there might well be another opportunity this evening to dine ashore in one of Havana’s fine privately-owned paladares, and possibly experience more of Havana’s famous nightlife.

Meals | Breakfast, Lunch, Dinner

Aerial view of Havana Cuba capital city travel sunset wanderlust Caribbean
Havana
Day 13

Today, our people-to-people activities continue as we meet residents from all walks of life- including artists, students and working professionals. We’ll sample the fine Cuban cuisine of a privately owned paladar for lunch after visiting Finca Vigia, where Ernest Hemingway lived and wrote for nearly 20 years. While in the area, we will also meet with local fishermen to get an insider’s perspective on the village of Cojimar. Then, we’ll take a guided tour of a historic cemetery. Late this afternoon, our ship will begin its return voyage to Miami. Enjoy a final gourmet dinner onboard.

Meals | Breakfast, Lunch, Dinner

Cuban coast line Caribbean water sail ship cruise luxury travel
Miami
Day 14

After breakfast, we’ll disembark in the Port of Miami and make our way to the airport for your homeward flight.

Meals | Breakfast, Lunch, Dinner

havana miami vintage car travel cuba trip wanderlust
Miami
Day 1

You’ll be met at the airport and escorted to the Port of Miami to board our ship. Enjoy a briefing and dinner as we cruise across the Florida Straits. 

Meals | Dinner

Day at sea cruise sail caribbean water ocean blue
Day at Sea
Day 2

This relaxing day is enriched by talks with our shipboard experts, who delve into a wide variety of topics from politics and the arts to the continually evolving relationship between our two nations. Our shipboard program over the next two weeks will enhance your cruise and Cuba experience. Enjoy fine dining, our open bar and the congenial camaraderie of your fellow travelers as you begin your journey.

Meals | Breakfast, Lunch, Dinner

Day at sea cruise sail cuba boat caribbean travel wanderlust
Day at Sea
Day 3

Enjoy another delightful day of cruising as we sail around the eastern tip of the island toward our first port of call. Enriching talks with our shipboard Cuba experts continue along with wonderful meals and breathtaking scenery.  

Meals | Breakfast, Lunch, Dinner

Famous Cathedral of Santiago de cuba travel mountains UNESCO World Heritage Site
Santiago de Cuba
Day 4

Today we begin our first day of exploration in Santiago de Cuba. We’ll start with a visit to the home of Diego Velázquez, one of the most famous painters of the Spanish Golden Age of the 17th century. Now a museum, his home is the oldest standing example of colonial architecture in Cuba. Next we'll take a guided tour of the famous Cathedral of Santiago and the surrounding Parque Cespedez.

After lunch at a local paladar, or family owned restaurant, enjoy the breathtaking views on our tour of San Pedro de la Roca. Built by the Spanish in the 17th century, this massive stone fortress is spectacularly set on a rocky promontory overlooking Santiago de Cuba Bay and is now recognized as a UNESCO World Heritage Site. 

Meals | Breakfast, Lunch, Dinner

Santiago de Cuba bay fortress UNESCO World Heritage Site travel wanderlust
Santiago de Cuba
Day 5

Our second day of sightseeing and people-to-people activities in this vibrant town begins with a lesson on the unique heritage of this region, as we visit Santa Ifigenia Cemetery to observe the traditional changing of the guard. Then we'll head to a cultural center to meet with locals who will discuss the mysteries behind one of Cuba’s popular religions, Santería, before enjoying a performance by a local Afro-Cuban dance company. After lunch on board the ship, we'll make our way to Revolution Square and the famous Moncada Barracks. 

Late this afternoon, we continue our voyage along the southern coast.  

Meals | Breakfast, Lunch, Dinner

Observation Deck M/V Victory I travel cruise Cuba sun deck lounge chair relax
Day at Sea
Day 6

Delight in another day of congenial conversation, fine meals and informative talks with our onboard Cuba experts. 

Meals | Breakfast, Lunch, Dinner

Famous cathedral Trinidad cuba travel wanderlust colonial town UNESCO world heritage site
Trinidad
Day 7

The second half of your cruise starts with a visit to the handsome Colonial-era town of Trinidad, which is also another UNESCO World Heritage Site. We’ll start with a visit to San Isidro de los Destiladeros. This archeological site boasts remains of a local sugar mill, which was the crux of economic stability in the area for decades. Then we'll visit a local pottery house and meet with the owners to learn about the history of this traditional art form in Trinidad. After lunch enjoy a walking tour of Colonial Trinidad, followed by a trip to a local artist's home and art gallery. 

Tonight you’ll enjoy dinner on board the ship then head back on shore for an exclusive musical performance at a cultural center.

Meals | Breakfast, Lunch, Dinner

View of colonial trinidad Cuba travel palm tree UNESCO world heritage site wanderlust
Trinidad
Day 8

Today you'll enjoy another day of guided exploration in this beguiling city, beginning with a trip up to the Escambray Mountains, where you'll learn about the unique flora and fauna of one of the most important mountain ranges in the region. You'll also have the opportunity to meet with a local coffee farmer who will share insider's tips on this legendary and delicious part of Cuban culture. This afternoon we'll head to a craft market to meet with local artists and see their creations after enjoying a delicious lunch. Early this evening, the M/V Victory I will set sail again on a westerly course toward Cienfuegos. 

Meals | Breakfast, Lunch, Dinner

Cienfuegos cuba travel UNESCO World heritage site wanderlust architecture colonial
Cienfuegos
Day 9

Recognized for its architectural diversity, Cienfuegos boasts a fine Colonial district and a collection of 20th-century palaces set along the bay. Start the day with a trip to a local farmer's market, followed by a trip to Parque Punta Gorda to get an overview of the area from local experts. Continue with a walking tour of Cienfuegos to learn more about the rich history and culture of this region. After lunch, enjoy a performance and exchange with a local children's group. We’ll wrap up the day with a visit to an artist's studio.

Our ship will be docked here overnight, allowing plenty of time to explore Cienfuegos by night, and possibly sample the region’s cuisine at a popular paladar.

Meals | Breakfast, Lunch, Dinner

Cuban people cienfuegos cuba travel wanderlust
Cienfuegos
Day 10

On our second day of exploring in Cienfuegos, we’ll take a short drive to meet with locals at Playa Giron, famous site of the Bay of Pigs. After touring the Bay of Pigs Museum, we'll stop for a delicious lunch on our way back to Cienfuegos. Then, we'll get an insider's look at a local theater company and enjoy a special performance. Early this evening, we’ll recommence our cruise, charting a westward course toward our next port of call in Maria La Gorda.  

Meals | Breakfast, Lunch, Dinner

Havana malecon travel cuba wanderlust cruise yacht
Day at Sea
Day 11

Enjoy another day of cruising as we chart a westward course. Enriching talks from our experts continue along with the convivial camaraderie of your fellow passengers.

Meals | Breakfast, Lunch, Dinner

boat travel nature wanderlust Cuba Maria la Gorda ship cruise
Maria La Gorda
Day 12

This morning, step off in the laid back coastal community of Maria La Gorda to begin your exploration of Guanahacabibes National Park, the largest of Cuba’s six nature reserves. With a local naturalist, you’ll learn about the region’s indigenous species including butterflies, birds, and orchids– some just recently discovered. We'll have time to meet with local residents for a chance to experience another facet of life in this more remote region of Cuba before heading back to the ship. 

Meals | Breakfast, Lunch, Dinner

El Morro lighthouse Havana cuba iconic travel UNESCO World heritage site wanderlust
Day at Sea
Day 13

Today finds the M/V Victory I sailing along the western tip of the island. Delight in another day of congenial conversation, fine meals and presentations from our Cuba experts as we head towards the nation's capital city. 

Meals | Breakfast, Lunch, Dinner

Old Havana cuba plaza san francisco travel wanderlust UNESCO World Heritage site
Havana
Day 14

Our shipboard experts will present a talk on the history and culture of Havana as we sail into the harbor to dock in the heart of the capital. You’ll step off late this morning to explore the cobbled streets of Old Havana with our Cuban guide and meet with residents in the city’s lively town squares. We'll stop for a visit at a hairdressing salon that also acts as a museum, displaying antique tools and art inspired by the trade. After lunch, enjoy a special performance from a local dance company followed by a trip to a craft market to meet with local artists.

Tonight, our ship will be docked in Havana, so you can step off to enjoy a music, dance or theater performance. 

Note: For Feb 22-Mar 9, 2018 departure date, our ship will leave Havana overnight and spend the next day at sea sailing toward Miami.

Meals | Breakfast, Lunch, Dinner

Havana Cuba travel wanderlust vintage car
Havana
Day 15

Today, our people-to-people activities continue as we meet residents from all walks of life- including artists, students and working professionals. We’ll sample the fine Cuban cuisine of a privately owned paladar for lunch after visiting Finca Vigia, where Hemingway lived and wrote for nearly 20 years. Then, we'll take a guided tour of a historic cemetery. Late this afternoon, our ship will begin its return voyage to Miami. Enjoy a final gourmet dinner onboard.

Note: For Feb 22-Mar 9, 2018 departure date, this will be a day at sea sailing onward to Miami.

Meals | Breakfast, Lunch, Dinner

Vintage car yellow travel cuba havana wanderlust
Miami
Day 16

After breakfast, you’ll disembark in the Port of Miami and will be taken to the airport for your homeward flight.

Meals | Breakfast

This itinerary may be subject to change as a result of weather and other factors not in our control. Sailing direction and activities in this itinerary should be considered a sample only. Due to the unique nature of our programming, each departure is custom designed and not every activity listed on this itinerary is always available. 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.

  • Roundtrip airfare to Miami*

  • 13 or 15 nights aboard the M/V Victory I

  • All meals while in Cuba

  • Open bar onboard throughout your cruise

  • Specially arranged shoreside dining in privately owned paladares across the island

  • Luxurious and intimate mega yacht experience with 105 cabins

  • Experienced program manager while aboard the M/V Victory I

  • Exclusive guided people-to-people programming

  • Expert Cuban guide

  • Experienced tour leader

  • Private Cuban driver

  • All transfers in Miami and all in-country ground transportation via luxury motor coach

  • All entrance fees to scheduled activities and events

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

  • Complimentary onboard WiFi

  • Evening entertainment and lectures while aboard the M/V Victory I

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

  • InsightCuba travel guidebook

  • Bottled water, tea, coffee, and soft drinks throughout your cruise

  • 24-hour emergency customer service hotline

  • Optional hotel overnight in Miami before/after you disembark (cost additional)

*Terms and conditions apply. See Flights to Cuba section for details.

***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.

Not included: Cuban visa and Cuban departure tax and port charges. 

Around Cuba
DateLengthCategory - PriceCuban Visa
 16 daysAA - $13,216
$12,216
$99  
SOLD OUT
Mar 9 – Mar 24, 201816 daysB - $12,264
$11,264
$99  
SOLD OUT
 16 daysC - $11,662
$10,662
$99  
SOLD OUT
 14 daysAA - $12,272
$11,272
$99  
SOLD OUT
Mar 24 – Apr 6, 201814 daysB - $11,388
$10,388
$99  
SOLD OUT
 14 daysC - $10,829
$9,829
$99  
SOLD OUT
 14 daysAA - $12,272
$11,272
$99  
SOLD OUT
Apr 7 – Apr 20, 201814 daysB - $11,388
$10,388
$99  
SOLD OUT
 14 daysC - $10,829
$9,829
$99  
SOLD OUT
 16 daysAA - $13,216
$12,216
$99  
Apr 20 – May 5, 201816 daysB - $12,264
$11,264
$99  
 16 daysC - $11,662
$10,662
$99
Only 6 spots left!
 

Single Supplement Pricing: 

Category14-Day15-Day16-Day
AA$4,950$5,461$5,873
B$4,658$5,147$5,536
C$4,474$4,948$5,323

Port & Departure Tax: $474 for 14-day, $524 for 16-day.

Around Cuba

When you book an Around Cuba cruise, you'll get FREE roundrip air to Miami, including airport transfers to and from the Port of Miami. Terms and conditions apply.*

*Around Cuba free roundtrip airfare to Miami is available from airports in the contiguous United States in coach class only. Business and first class airfares are also available for purchase. All free roundtrip airfare to Miami must be arranged by insightCuba’s flight concierge before departure. Air arrangements, including routings and selection of air carrier are at insightCuba’s discretion and are based on flight availability. All carrier penalties and policies apply. 

Due to airline schedules beyond the control of insightCuba, flight times to and from certain destinations may require that guests purchase an overnight hotel stay, pre- or post-flight or en-route. InsightCuba can offer assistance with hotel reservations. All charges related to hotel stays, including hotel fares and taxes, meals, transfers from airport to hotel, phone charges and incidentals, will be at the guests’ own expense. This offer has limited availability and may be discontinued at any time. 

Twitter Feed

  1. Hey wanderlusters! Picture yourself in #Cuba this winter... Don't miss the last day of our big Holiday Sale!… https://t.co/wkLnossfdm
  2. Love #jazz music? Don't miss this once in a lifetime chance to attend the #Cuba Jazz Festival in January!… https://t.co/zMkTqya5WF
  3. If you like the luxurious #cruise lifestyle and #Cuba is on your bucket list, we've got the perfect tour for you: https://t.co/8C0rCs7jiO
Follow @insightcuba
Cuba Brochure

Request your FREE Brochure!

Browse itineraries, check out photos, and learn more about upcoming trips with our FREE brochure.

Sign up for News & Offers

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