Bespoke [bəˈspōk] dealing in or producing custom-made articles; an exclusive design for a particular customer or user.

Cuba [kyoo-buh] The Antilles’ largest island, is an archipelago of 4,000-plus islands, islets, and cays traced by hundreds of miles of white powdered beaches. Cuba is uniquely surrounded by the Caribbean Sea, the Atlantic Ocean and the Gulf of Mexico. The island is home to an impressive ecosystem, including natural biosphere reserves, fauna refuges and crystal-clear lagoons, to rolling mountains and rainforests. Additionally, Cuba is home to the world’s second pristine coral reef. The country tops two of the travel industry’s most disparate lists; the shrinking list of Emerging Destinations and the list of Endangered Destinations at risk of losing their rich cultural heritage in the face of rapidly increasing tourism. It plays a complex role in the cultural lexicon of the United States. Americans relate to her classic American automobiles, baseball, and boxing, in addition to Hemingway, the Cuban missile crisis and Fidel Castro. Cuba is full of romance and magic; an intriguing history of smugglers, slavery and buccaneers, to sugar barons, conquistadors, and communism. Few islands in the world can boast such a profound yet enigmatic identity.

Travel [travəl] An expedition, a journey.

About Us

For nearly 30 years the virtuoso team of Cuba travel designers at Bespoke Cuba Travel have created unparalleled Cuba travel encounters to one of the world’s remaining travel frontiers. We craft breathtaking Tailored Private Designer Expeditions for explorers accustomed to a more resplendent style of travel.

At Bespoke Cuba Travel we ardently listen to our guests. We meticulously plan the logistics of your voyage. Our Cuba travel style tends to details overlooked by most “luxury” Cuba travel providers. We are prepared to anticipate your needs and realize your wishes, no matter how rare or challenging. We strive to redefine your notion of what is possible on a holiday.

Our ethos is to improve the lives of the Cuban people. The Bespoke Cuba Travel Tailored adventures we offer provide guests a multitude of opportunities to do just that.

If your wanderlust yearns for a tailored Cuba travel journey far beyond the reach of other “cookie-cutter” Cuba travel companies; where the Cuban people welcome you instead of entertain you. We invite you to join us and discover a Cuba As Seen by Few. To learn more about us, contact us.

What Bespoke Cuba Travel Offers You

Cuba is not a destination where one can travel alone guidebook-in-hand. Experiencing it on a prepackaged motor coach tour with 35 other strangers is also not ideal. Both will result in an insulated cartoon-like perspective of this precious island. Bespoke Cuba Travel offers you a better way to savor Cuba.

Our private tailored expeditions let you realize unimaginable moments and exceptional memories with a casual style of luxury. You will experience the complex tapestry of Cuban life among its unique people. You will gain first hand insight into their mastery of hope, resiliency, daily obstacles, and curiosities. Be welcomed at local birthday parties and weddings. Join them as they collect their food rations and walk their children to school. You can also visit them at work and cook meals together.

Included in all of our tours;

Private Designer Expeditions

It’s time to elevate travel out of the ordinary. With Bespoke Cuba Travel you can discover the ultimate in Personalized Private Travel with a casual style of luxury.

Some travelers enjoy bespoke travel. There are discerning travelers, however, that look ahead to once-in-a-lifetime tailored extravaganzas. Our ambition is having an in-depth understanding of our client’s expectations and using our local expertise to presonally craft a selection of intimate experiences perfectly tailored for our clients. When it comes to delivering the voyage without equal, the paramount factor is turning your dream into a reality. Whether it’s To’ak chocolate and Veuve Clicquot marshmallow smores while on one of Cuba’s uninhabited islands, to calling on Cuba’s many ports on a catamaran. Your travel designer will listen to your ideas and talk to you about what you enjoy most so they can identify the most important aspects of your trip.

Once we’ve consulted with you on the phone, we begin designing your journey. Shortly thereafter we will send you a preliminary draft of your bespoke itinerary. This will include flight suggestions, accommodation options, a detailed description of your tailor-made itinerary and the total price.

The idea is for you to read through your draft bespoke itinerary to see if you like the general idea of it, to determine if we are on the same page. If you choose to switch your accommodations or replace any itinerary suggestions, you’re free to do so. In fact some clients make changes to their itinerary right up until the eve of their trip. The opportunities are endless when it comes to your tailored itinerary. The whole objective is that the final say is yours – we want your bespoke private Cuba adventure to be the voyage of a lifetime! Contact Us today to start designing your private tailor-made Cuba journey.

Sample Journeys we have designed for past clients. Your tailored journey will most likely be different than the ones proposed here based on your interests and travel requirements.

Legal Travel To Cuba

Many people ask, “Can Americans legally travel to Cuba?” Despite what you may have heard the answer is, yes. It is “very” legal for US citizens and residents to travel to Cuba. Hundreds of Americans visit Cuba everyday (currently there are nearly 15 daily non stop flights to 5 Cuban cities departing from Miami, Tampa and Houston). And when it comes to the travel excursions Bespoke Cuba Travel offers, they all strictly adhere to the US State Department and the US Treasury Department’s Cuba travel policies.

The governmental organization responsible for regulating travel to Cuba for Americans is the Office of Foreign Assets Control (OFAC). OFAC requires that your Cuba trip be booked and guided by an authorized tour company based in the United States (like Bespoke Cuba Travel). Under OFAC regulations, any individual may travel to Cuba without any government documentation or permission in advance if the purpose of their travel falls under one of the twelve legal licenses. There is no actual paper license issued. It works on an honor system. If the purpose of your Cuba travel falls under any of the twelve pre-approved Cuba travel licenses then you can visit Cuba. It’s that simple. You will also require a visa to enter Cuba. No need to worry however, all of our tours include the cost and the processing of your Visa. Visas can be processed within a few hours of their request.

The 12 licensed categories are:

1. Family Visits
2. Journalistic Activity
3. Official Business of Governments or Certain Intergovernmental Organizations
4. Religious Activities
5. Support for the Cuban People
6. Academic Educational Activities
7. Activities of Private Foundations, Research or Educational Institutes
8. Public Performances, Clinics, Workshops, Athletic Competitions and Exhibitions
9. Humanitarian Projects
10. Professional Research and Professional Meetings
11. Exportation, Importation, or Transmission of Informational Materials
12. Certain Authorized Export Transactions Special Category.

Most of these categories are very narrow in scope, meaning few Americans qualify for them. However, the Support for the Cuban People category permits any American to legally travel to Cuba. Travelers must engage in a full-time schedule of activities intended to enhance contact with the Cuban people and support civil society in Cuba. Activities that provide “Support for the Cuban People” can range from eating in privately-owned restaurants (paladars) and visiting local artists to spending money at private businesses owned by Cubans and staying at a casa particulares (Bed &Breakfast) instead of military owned hotels.

US Travelers are still able to spend unlimited amounts of money throughout the island and bring back nearly anything they wish (provided they do not exceed State Department and US customs limitations) except tobacco and alcohol products.

Shortlyt after you return home, you will receive a report from us including copies of all the receipts associated with your trip. The report also includes the schedule of your respective activities, proof that you patronized businesses owned by Cubans, etc. OFAC requires you to keep this information for 5 years. We are the only Cuba travel provider that provides guests with such an exhaustive record.

The most recent change to US Cuba Travel policy requires that you must avoid staying at hotels owned by the Cuban military and banned by the US State and Treasury Departments. Bespoke Cuba Travel will lead you away from these hotels. In addition, there is the Prohibited Financial Transactions List. This list forbids Americans from spending money at businesses owned by the Cuban military and communist party officials. Compared to everything Cuba has to offer, this list is very small. It represents less than 1% of the businesses on the island. The objective is for travelers to do business directly with Cuban owners of small businesses as opposed to entities that would disproportionately benefit the communist regime at the expense of private enterprise. Bespoke Cuba Travel will guide you away from those entities.

If you have further questions about how Americans can travel to Cuba legally you can Contact Us for more information or call the Treasury Department directly at 1-800-540-6322 Press #5 for the Cuba Travel desk then choose option 1, 2 or 3 (it doesn’t matter which one). At the end of the message press the * button on your phone and you will be connected. They are very helpful (you will likely be asked to leave a message; they respond quickly).

You will also require a visa to enter Cuba. No need to worry however, all of our tours include the cost and the processing of your Visa. Visas can be processed within a few hours of their request.

In conclusion, Legal travel to Cuba is a little cumbersome however, not as overwhelming as it may seem. It’s definitely worth it. Any American can visit Cuba and we will make the process of obtaining a Cuba Travel Visa a simple and seamless one for you.

Testimonials

• They pampered us lots. We helped Cuban teachers improve their English. We had a great time with Raquel the cooking instructor. Gabe

• My daughter and I visited Rosa’s house in Havana where she played guitar for us. She also taught us how to make frijoles (black beans). Amy and Susan Barge

• This was a very special trip Alejandro was a terrific guide. Debbie Cohn

• The professors and specialty guides were first-rate. Music & food also were terrific. Toni Nolan

• There was so much delicious food and off the beaten path experiences. These people really know Cuba. August and Melissa Pitt

• “Our Cuba trip was fantastic! Our guides really brought this amazing Island Nation to life. We spent most of our time alongside Cubans from all walks of life. This company is very meticulous. …Thank you Bespoke Cuba Travel for a trip of a lifetime! Jason Carmella

• The evening meals were spectacular. We keep in touch with a few of the Cuban friends we made on the tour. Laz (ask for him when you call), the owner of the agency personally worked with us to create a perfect itinerary. Émile Truffaut

• I was impressed with how much time and effort they put in to finalizing our itinerary. We made several changes to it and they didn’t seem to mind. This is an impressive group that knows all the hidden gems throughout Cuba. Two thumbs up! Jake Morris

Check out some of our TripAdvisor Reviews here.

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