People to People Escorted Tourism allowed at this time


Gratuities, Airfare unless indicated, travel insurance, predeparture hotel properties, any meals not indicated.

Tall Ship Sailing with Star Clippers - January 7-14, 2017

Mike - note they have very limited sailings so I rolled with something in January of next year.

Cuba 7 Nights - Star Flyer - Promotional rates cabin only starting from $1795.00 per person. I will need to call and confirm what is indeed included in the rate however it should be Your cruise price includes your cabin, all meals, entertainment, parties and, of course, all transportation between all the ports on your itinerary. Alcoholic beverages, port charges and optional shore excursions are not included in the basic price.

Star Flyer slideshow


  • Saturday 07 January 2017 Cienfuegos, Cuba
  • Sunday 08 January 2017 At sea
  • Monday 09 January 2017 George Town, Grand Cayman
  • Tuesday 10 January 2017 Cayo Largo, Cuba
  • Wednesday 11 January 2017 Punta Frances - Isla de la Juventud, Cuba
  • Thursday 12 January 2017 Maria La Gorda, Cuba
  • Friday 13 January 2017 At sea
  • Saturday 14 January 2017 Havana, Cuba

They are the stars of the sea. Star Clipper and Star Flyer are as fleet as the wind and as graceful as swans. These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships. Star Clipper and Star Flyer are both 360 feet long and each carries just 170 guests in pampered comfort.

Life aboard is blissfully relaxed, much like traveling on a private yacht. You’ll never feel confined on Star Clipper or Star Flyer. Each ship offer spacious accommodations and expansive teak decks with ample space and not one, but two swimming pools. In fact, you’ll find that these ships offer more outdoor space per passenger than most conventional cruise ships.

The décor of Star Clipper and Star Flyer is reminiscent of the grand age of sail. Antique prints and paintings of famous sailing ships please the eye, while teak and gleaming mahogany rails are richly reminiscent of Star Clippers’ proud nautical heritage.

Weekend in Havana - Escorted Tour

From $2995.00 per person land only - charter airfare from Miami by tour operator $645.00 per person

A significant portion of your in-country programming is customized for each group to maximize your cultural experience. Many of the places we visit are not tourist destinations and are thus not always available. Therefore, this program should be considered as a sample only – please keep in mind that your particular tour may vary. Final itineraries are sent to guests one to two weeks prior to departure.

Day 1: Miami

Your trip begins in Miami at the Hotel Pullman Miami Airport, where your small group of traveling companions will gather for an important early evening briefing and cocktail reception.

Meals | Enjoy dinner on your own and at your leisure

Day 2: Miami / Havana

Following breakfast at the hotel, we’ll board our charter flight to Havana. After clearing immigration and customs, you’ll begin your experience right away with a visit to La Plaza de la Revolución (Revolution Square), one of the world’s largest city plazas, where the monument to Jose Marti overlooks the city.

Then, it’s off to lunch at La Bodeguita del Medio, a bar and restaurant made famous by Ernest Hemingway, and arguably the birthplace of the mojito, the drink he favored. After lunch, you’ll experience the artistic side of Havana with a visit to Callejón de Hamel, a unique street in Centro Habana featuring hundreds of art displays and public music performances. After, we’ll check in to our hotel in the heart of Havana, and meet up again for an orientation program. This evening, we’ll celebrate your arrival with a welcome dinner at the hotel.

Meals | Breakfast, Lunch, Dinner

Day 3: Havana

This morning, you’ll meet with students and professors from La Escuela Taller Gaspar Melchor de Jovellanos to learn about the school’s effort to preserve Cuba’s cultural and architectural heritage. Later, get a snapshot into the lives and work of Cuban photographers at Fototeca in Havana, which houses one of the city’s few darkrooms and is a photographer hub. On your way to lunch, you’ll continue your walking tour of Old Havana’s cobblestone streets and sixteenth-century Spanish colonial architecture. After lunch, you’ll have a very special visit in Centro Habana with a friend and self-taught Cuban artist who opens his home to teach neighborhood children the art of papier-mâché. We’ll wrap up the day by visiting the famous Abdala recording studio, where famous musicians, including Nat King Cole and the Buena Vista Social Club, recorded some of their best music. Tonight, you’ll dine on your own at a paladar, a private, family-owned restaurant. Your insightCuba tour leader, who is an expert in the dining scene, will make the best recommendations.

Meals | Breakfast, Lunch

Day 4: Havana

We’ll kick off the day by meeting the editor of a popular Cuban newspaper for a presentation on Cuban social issues, economic reforms, and the impacts of U.S.-Cuba policy in Cuba. Afterwards, we’ll gather with Cuban farmers at Vivero Organopónico to learn how organic farming efforts provide food to urban areas and how Vivero is taking the lead in regarding farm-to-table dining. For lunch, we’ll enjoy an authentic Cuban sandwich at Sloppy Joe’s, a legendary bar in Havana. After lunch, you’ll visit with an internationally known choral group and finish the day at a local farmers market where you’ll see firsthand Cuba’s dual currency at work.

In the evening, share your favorite stories about your time in Cuba with your travel mates during a farewell dinner.

Meals | Breakfast, Lunch, Dinner

Day 5: Havana / Miami ¡Adios, Cuba!

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

Meals | Breakfast


The Havana + Cuban Countryside itinerary is perfect for the traveler that would like to venture a little further into this gorgeous island enjoying 5 nights in Havana, a day in Matanzas, and 2 nights in Varadero.

Starting from $3299 per person including round-trip air from Miami and most meals.

  • Visit UNESCO World Heritage sites in Havana
  • Visit the workshop at Gaspar Melchor de Jovellanos school to learn the restoration techniques used to preserve historic buildings and homes in Havana
  • Learn about the cigar making process when you visit Pinar del Rio to meet a tobacco farmer
  • Interact with teachers and students at the Matanzas City Music and Arts School
  • Visit Casa Dupont in Varadero, the former estate of American millionaire Irene Dupont

Included in your package:

Roundtrip charter flights from Miami to Havana, Cuba*

One free checked bag and one carry-on bag (max 44lbs total for both items)

Activities as outlined in the itinerary of your choosing

Bilingual tour guide and driver

Most gratuities

Transportation throughout Cuba

Hotel stay in Cuba at hotel outlined in the itinerary of your choosing

2 bottles of water per person per day

Most meals while in Cuba: 7 breakfasts, 7 lunches and 7 dinners

Cuban health insurance, standard travel visa and Cuban departure fee


Travel to Cuba by U.S. citizens, and all persons subject to U.S. jurisdiction, is still prohibited except to those going for visits to close relatives, academic and educational programs, professional research, journalistic or religious activities, and participation in public performances or sports competitions. It is the traveler’s responsibility to ensure they have the proper permissions to travel legally to Cuba.

The Cuban government requires all US Citizens traveling to Cuba to obtain a Cuban visa prior to their arrival into Cuba. A Cuban visa is also known as a "tourist card.” The Cuban visa is valid for a single entry and allows the holder to stay in Cuba for 30 days.