Cuba 360° Cruise – Two Perfect Weeks In Cuba

Cuba 360° Cruise – Two Perfect Weeks In Cuba

From USD $6,999


Experience Cuban culture the most authentic way possible – through its people.

On this circumnavigation cruise of Cuba, get acquainted with Cubans in their daily lives, from the beautiful Santiago de Cuba to the colonial architectural haven of Trinidad, to the colorful, cultural city of Havana, and much more. Engage with people directly in discussions about their lives and work, culture and traditions. Meet with Cuban historians, artists, musicians and naturalists and experience this diverse island through their eyes.

Trip Name
Cuba 360° Cruise – Two Perfect Weeks In Cuba
Vessel Type: Motor Ship/Small Ship Length: 286 ft, 87 m Passenger Capacity: 202 Built/Refurbished: 2001/2015 Refined, intimate ship experiences The indisputable joy of sailing is brought to life on the M/V Victory I and II, agile intimate ships that easily navigate canals and locks, tranquil bays, and hidden ports where larger ships dare not go. Onboard, our 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. Intuitive and attentive service 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 or the delicate chocolate on your pillow ensuring sweet dreams, our attentive, intuitive staff are available whenever you need them. Serving you is our pleasure. On-board experts and included excursions Aboard the M/V Victory I and II, you’ll often travel in the company of engaging specialists focusing on areas where our journey takes us. They share their expertise freely in presentations and impromptu discussions throughout the journey. In port, included shore excursions with knowledgeable local guides provide meaningful opportunities to uncover the rich history, unique wildlife, and fascinating cultures of the destinations you will visit. Onboard Amenities Complimentary coffee, tea, juice, soft drinks and filtered water - Free flowing house wine, beer, and spirits during entire cruise - Free Internet & WiFi available onboard - 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 - Telephone - Daily housekeeping with nightly turndown - Onboard Salon & Spa - Themed afternoon tea service Pamper Your Palate On Board And On Shore Beyond outstanding service and hospitality, every meal will bring about moments of sheer bliss. Each day, you will enjoy mouth-watering canapés as a prelude to casual and sophisticated cuisine in distinctive venues. 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. Cliff Rock 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 cook to perfection on 100% pure volcanic lava rock. Serving buffet breakfast and lunch and seated dinner. 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. The Compass Lounge Log onto the ships WiFi and catch up on the latest news or send a few emails to friends back home. Attend an enriching presentation by an onboard specialist. Gather around the grand piano for an old fashioned sing-along. After dinner, music, and dancing keep the fun going into the evening hours. Observation Deck Lounge & 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 greet the day with your morning coffee, relax with a book and soak up some rays on one of the outdoor lounge chairs. Latitude Salon & Spa Renew yourself with a relaxing massage or with one of our many beauty treatments during your stay. Latitude Salon and Spa features indulgent scented oil treatments and a beauty salon for manicures, pedicures and styling. 


Day 1 - Day 1: Port of Miami
Welcome aboard our elegant ship and settle into your outside stateroom. Tonight, we'll gather with fellow passengers for cocktails and dinner.
Day 2 - Day 2: Key West
The southernmost point in the United States, Key West is famous for its beautiful beaches, vibrant street life and-of course-Ernest Hemingway! Enjoy a narrated Trolley Tour and free time to explore on your own. Duval Street is famous for its bars, cafes, and shops - a great place to stroll at your own pace. Hemingway enthusiasts may want to stop in Sloppy Joe's, one of the author's favorite hangouts. The Ernest Hemingway Home & Museum is located at 907 Whitehead Street in the heart of Old Town Key West; step back in time and discover the rooms and gardens that witnessed the most prolific 10-year period in Hemingway's writing career.
Day 3 - Day 3: Havana, Cuba
Havana was founded in 1519 and within a hundred years it had emerged as one of the Caribbean's wealthiest ports and an important shipbuilding center. Although it's now a vibrant city with more than two million residents, its historical core still retains a wonderful mix of fine Neoclassical and Baroque architecture. Focusing today on the historic core of Old Havana, a UNESCO World Heritage Site, our guided tour takes us along the city's charming cobblestone streets and through its four main town squares - each with its own distinctive charm and fine Colonial-era landmarks. Beyond the streets of Old Havana, we'll drive along the waterfront Malecón, past the University of Havana and through Vedado - an upscale district where classic, mid-century Havana chic has been seemingly frozen in time. After lunch, we'll be treated to a private rehearsal by independent dance company MALPASO and have the opportunity to meet the dancers. We'll end our guided touring at the lively San Jose Craft Market; it's one of the best places in the city to shop for Cuban art and handicrafts and offers another chance to engage with local artisans and merchants. This evening after dinner, we'll experience a bit of Havana nightlife as it was in the 1950's! The city is rich with music history and no group is more famous than the Buena Vista Social Club. In the atmospheric Salón Rojo at the landmark Capri Hotel, we'll join the living legends of the Social Club for an unforgettable concert.
Day 4 - Day 4: Havana, Cuba
After breakfast, we'll step off the ship to go to the hilltop home where Hemingway wrote two of his most famous works - For Whom the Bell Tolls and The Old Man and the Sea. Peering through its open windows, you'll see hundreds of the author's personal belongings almost exactly as he left them when he departed Cuba for the last time in 1960. Then we continue to Cojimar, the picturesque seaside village that inspired The Old Man and the Sea. Spending time with local fishermen is another rewarding People-to-People encounter. You'll have free time again today for more sightseeing or shopping on your own: You might visit the National Museum of Art, famed for its extensive collection of Cuban art from the Colonial era to the 21st century, and then stop by a local cafe for a Cuban coffee. Or perhaps you'll choose to explore the colorful book and antique market in Plaza San Francisco before heading to La Floridita, where Hemingway himself would come for their famous daiquiris.
Day 5 - Day 5: At Sea
Enjoy another delightful day of cruising as we sail toward Trinidad. Enriching talks with our shipboard Cuba experts continue along with wonderful meals and our Open Bar.
Day 6 - Day 6: At Sea
This relaxing day is enriched by talks with our shipboard experts; delving into a wide variety of topics from politics and the arts to the continually evolving relationship between our two nations.
Day 7 - Day 7: Cienfuegos
This morning, our exploration into the life and traditions of the Cuban people continues at a farmer's market. See the variety of local fruits and vegetables for sale and experience an authentic slice of island life. Then we'll tour Cienfuegos, a UNESCO World Heritage Site recognized for its architectural diversity, which we'll explore first in Punta Gorda. Driving along this thin slice of land that extends into the bay, we'll discover a fine collection of early 20th-century palaces - many built by wealthy Americans during the Batista regime. Back in the center of town, we'll enjoy a walking tour through the finely preserved Colonial district. After lunch onboard, we'll return ashore for more People-to-People activities: Our first stop is at UNEAC, an organization of Cuban writers and artists. We'll meet with its director to learn how the center is helping its members to follow their talents and passions. UNEAC Members even include school-age children, and we'll be treated to a performance by these young musicians. Then we'll explore the neighborhood, stopping into galleries and studios to engage with the artists.
Day 8 - Day 8: Trinidad de Cuba
After breakfast, we'll journey into the Valley de Los Ingenios, a UNESCO World Heritage Site that offers insight into the history of Cuba's sugar cane industry. At the San Isidro de los Destiladeros Archaeological Site, dating back to the pre-industrial age, we'll see the original hacienda, a 3-story bell tower and slave quarters. Next, it is on to the Manaca Iznaga Sugar Cane Plantation is the focal point of the Sugar Mills Valley, founded in 1750 shows the history of the sugar cane production in the area and its relationship with slave trafficking in the region. We'll meet with the skilled artisans of the generations-old Santander Family Pottery Studio whose works adorn Trinidad's historic town square. Over lunch at a local paladar, we'll have a chance to engage with the owner and staff of this privately-owned restaurant. In the afternoon, we'll enjoy a walking tour through the Colonial heart of Trinidad. Cited by UNESCO as a World Heritage Site, the town's historic buildings include the Palacio Brunet and the Palacio Cantero, built with wealth from the region's lucrative sugar trade. Our People-to-People activities this afternoon will introduce us to the life and works of Yudit Vidal Faife, a local painter who has exhibited her works throughout Cuba and Europe. We'll also visit the gallery and workshop of Lazaro Niebla Castro, a wood carver of rare skill, vision, and passion.
Day 9 - Day 9: At Sea
We will continue to hear from our resident Cuban National about what it is like to live in Cuba today -education, religion, and the medical system along with details about how the Revolution started in our next Port of Call, Santiago de Cuba.
Day 10 - Day 10: Santiago de Cuba
Fidel Castro launched the Cuban Revolution in Santiago in 1953 and declared victory here six years later. But the town's importance goes back hundreds of years earlier to its days as a center of Spanish Colonial power. Starting with these earliest days, we'll tour the 16th-century mansion of Diego Velázquez, the Spanish Conquistador who served as the first Governor of the island. It's now a fine museum filled with period furnishings. We'll have lunch at El Morro, set on a seaside bluff with spectacular views. Nearby is one of Cuba's most famous UNESCO World Heritage Sites: The Castillo de San Pedro de la Roca. Better known as El Morro, this 17th-century stone fortress was built by the Spanish high on a rocky promontory overlooking Santiago de Cuba Bay. Before returning to ship, we'll spend time at Casa del Caribe, founded 35 years ago to preserve Caribbean culture. Spending time with the Casa's members offers a chance to learn about their spiritual beliefs and daily life.
Day 11 - Day 11: Santiago de Cuba
Our first sightseeing stop this morning will be at Santa Ifigenia Cemetery. Home to impressive burial crypts and mausoleums, this is a great place to learn about the historical figures buried here including the Cuban national hero José Martí. Our tour will be timed to coincide with the Changing of the Guard - a moving spectacle of pomp and ceremony! We'll also enjoy a performance by Ballet Folklórico Cutumba. Blending African, European, Haitian and Cuban styles, this company has performed around the world. After the performance, we'll have time to meet with the dancers. In the afternoon, we'll visit Revolution Square, a park-like plaza dominated by a monumental bronze statue of Lt. General Antonio Maceo astride a rearing stallion. At the Moncada Barracks, we'll learn about the events that unfolded here on July 26, 1953 when the 26-year-old Fidel Castro set out with 122 followers to attack the military barracks.
Day 12 - Day 12: At Sea
We wrap up our discussions with speakers and guests and enjoy a last day of sumptuous food and Victory camaraderie.
Day 13 - Day 13: At Sea
Fine dining, our Open Bar and the congenial camaraderie of your fellow travelers enhance your day at sea.
Day 14 - Day 14: Miami, FL
Arrive in Miami. After breakfast on board, disembark for the airport for your flight homeward bound.
Day 15 - Please Note:
Embracing the unexpected is part of the fun of travelling. Programs and schedules may change due to weather, tides, local circumstances and venue changes. A measure of flexibility is something all of us must bring to a voyage.

Trip Dates

StartEndPrice FromRoom Type
01-03-201915-03-2019USD $0Category E
01-03-201915-03-2019USD $0Category D
01-03-201915-03-2019USD $0Category C
01-03-201915-03-2019USD $0Category B
01-03-201915-03-2019USD $0Category A
01-03-201915-03-2019USD $0Category AA
01-03-201915-03-2019USD $0Owners Suite
15-03-201929-03-2019USD $0Category B
15-03-201929-03-2019USD $0Category A
15-03-201929-03-2019USD $0Category AA
15-03-201929-03-2019USD $0Owners Suite
15-03-201929-03-2019USD $0Category E
15-03-201929-03-2019USD $0Category D
15-03-201929-03-2019USD $0Category C
29-03-201915-04-2019USD $0Category E
29-03-201915-04-2019USD $0Category D
29-03-201915-04-2019USD $0Category C
29-03-201915-04-2019USD $0Category B
29-03-201915-04-2019USD $0Category A
29-03-201915-04-2019USD $0Category AA
29-03-201915-04-2019USD $0Owners Suite
15-04-201929-04-2019USD $0Category E
15-04-201929-04-2019USD $0Category D
15-04-201929-04-2019USD $0Category C
15-04-201929-04-2019USD $0Category B
15-04-201929-04-2019USD $0Category A
15-04-201929-04-2019USD $0Category AA
15-04-201929-04-2019USD $0Owners Suite


    • Discover the wealth of Colonial-era architecture in Old Havana, Trinidad and Cienfuegos.
    • Visit Finca Vigía where Ernest Hemingway lived and worked for 20 years. Experience Havana nightlife as it was in the 1950’s as we join the living legends of the Buena Vista Social Club for a concert at the historic Capri Hotel.
    • Meet the fishermen of Cojimar, the seaside village that inspired The Old Man and the Sea.
    • Experience Cuba’s cultural traditions as we introduce you to painters, artisans, and dancers in their workshops and studios.
    • Savor island cuisine on our special shoreside dining experiences at some of Cuba’s finest privately-owned paladares.
    • Enjoy private performances including concerts, modern jazz, The Buena Vista Social Club and more.
    • Tour Cuba’s oldest surviving mansion and visit the 17th-century stone fortress of San Pedro de la Roca.
    • Relaxing days at sea are enhanced with enriching talks with our shipboard experts, well-versed in Cuban history, politics, life, and culture.