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Traveling To Cuba: Need To Know

So the allure of old, American-made cars, hand-rolled cigars, and back ally Cuban music streaming into the city streets has captured your sense of adventure. We couldn’t be more excited to announce our People-to-People tour to Cuba, one of the few cycling trips available that meets the US legal requirements. We are excited to explore this culturally rich nation with you during the experience of a lifetime.

Cuba is in a unique time in history, constantly changing as a growing American tourism market emerges. With regular flights departing U.S. soil bound for Cuba and regulations loosening, now is a great time to see and experience the charm of this developing country.

If you’re interested in visiting the island but unsure how it all works, below are some tips to get you started on researching your dream cycling vacation to Cuba.

Experience vintage Cuba on a Cuba bike tour

Is it legal to travel to Cuba? What does People-to-People mean?

Technically, traveling to Cuba for a leisurely beach vacation is still illegal for Americans. Your trip must fall under one of the 12 categories of permitted travel set forth by the Treasury Department’s Office of Foreign Assets Control (OFAC). One of these categories is educational activities, including People-to-People interaction. What does this mean exactly and how will affect your travel to Cuba? It means you can travel to Cuba if you, “Maintain a full-time schedule of educational exchange activities intended to enhance contact with the Cuban people…and that will result in meaningful interaction between the traveler and individuals in Cuba.” You won’t just pedal through Cuba. You’ll spend time with locals each day in a variety of settings, whether it is sharing experiences over coffee or a mojito, visiting a local sugar plantation, or meeting with artists and authors to hear their stories. We have taken care of designing a trip that meets the legal requirements so you can enjoy an authentic and worry-free vacation.

Please take note of the Planning for your Trip section on our Cuba trip page. There is a lot more information regarding travel requirements both before and after your trip. Traveling to Cuba presents unique challenges, and we want to ensure you have the best experience possible.

Experience vintage Cuba on a Cuba bike tour

Fun and Flexible

Because Cuban tourism is just begining to develop, traveling there presents unique challenges not found in more common destinations such as Western Europe. Hotel quality can vary significantly and plans may change at the last minute. Infrastructure in Cuba is not at the same level as our other destinations and resources can be limited. We have selected the best possible hotels, which are centrally located in historic towns, instead of isolated all-inclusive resorts offered by our competitors. These allow for a more enriching cultural experience, but it means that you may forgo some of the comforts and amenities that you are used having available on other Trek Travel vacations. We are leveraging years of trip design expertise and relationships with local partners to make your trip as smooth and comfortable as possible, but we suggest bringing your sense of adventure along for this journey. After all, this is Cuba!

At Trek Travel, our internal mantra is simple: fun and flexible. It means that no matter the circumstance, our rockstar guides will handle any curveball thrown their way while always keeping our guests’ experience and safety as their main priority. On this trip, we invite you to adopt our mantra, keep an open mind, and enjoy what authentic Cuba has to offer before it is gone.

Experience vintage Cuba on a Cuba bike tour

Why go with Trek Travel to Cuba?

On our People-to-People journey to Cuba, expect to have an incredible and authentic experience while engaging with locals at every turn. Our trip designers have worked hard with local partners to ensure you get a unique view into Cuban life. You will burn plenty of energy each day as we enjoy four days of cycling between some of Cuba’s oldest colonial towns, take a walking tour in each (including the grand finale tour of La Habana Vieja), lace up your hiking boots for a day hike in the mountains, and snorkel in the warm waters of the Caribbean. Combined with educational People-to-People experiences, your vacation to Cuba is an authentic itinerary you’ll remember for the rest of your life.

Allow us to take care of the logistical hassles of traveling to Cuba. Your safety and well-being is our primary concern. You will have the full resources of Trek Travel behind your trip, including our knowledgeable trip consultants who will help you prepare, two Trek Travel guides, two local guides, and a driver once you are there.

Our Cuba People-to-People itinerary is not for everyone. But for those seeking a true adventure to a burgeoning destination, it is sure to entice. The possibilities are endless for this country and its tourism infrastructure. But with that comes change, and now is the time to experience Cuba’s rich and engaging culture at its best. We hope you will join us.

Other great resources for planning your Cuba bike tour:

General travel information from our friends at Travel + Leisure.
http://www.travelandleisure.com/articles/travel-to-cuba-what-you-need-to-know

Health information from the CDC.
https://wwwnc.cdc.gov/travel/destinations/traveler/none/cuba

Getting ready for Cuba from Cuba Explorer.
http://cubaexplorer.com/getting-ready-for-cuba/

Top 5 European Trips for First-Time Travelers

Traveling abroad for the first time? Looking to experience the charm and history of old-world Europe? Do you want to pedal through quaint, cobbled-street villages past cafes filled with locals? The following list of our most popular European bike tours are the perfect place to start your journey. From savory Michelin-starred meals, to centuries-old walled cities and enchanting locals, these cycling vacations will unearth a Europe you didn’t know existed.

1. Puglia, Italy

Puglia, on the heel of the Italian boot, is truly an undiscovered treasure, and one of the top places to visit. You’ll ride out to the Adriatic Coast, taste hand-pressed oils and visit the iconic whitewashed villages of Ostuni and Alberobello. This region rewards you at every turn, from the ancient trulli dotting the landscape to the spectacular white sand beaches of both the Adriatic and Ionian coastlines, this is so much more than just a cycling trip.

Beautiful ocean side Puglia bike tours with Trek Travel

2. Costa Brava, Spain

The gentle hills and soothing ocean breezes of the wild coast of southern Spain beckon those who know it to return, and those who have never been to visit. From nights in a seaside Iberian villa to days spent biking the Empordà plain, this Mediterranean paradise offers a perfect mixture of lively culture, fabulous cuisine and varied terrain. This is Spain. And that’s something special all its own.

Experience the rugged coast of Costa Brava, Spain with Trek Travel bike trips.

“I have been going to Europe for 35 years. I’ve acquired a “I’ve seen it all” mentality, a shame really, but I’ve been to Italy 30 times and thought I had “been there done that.” I never expected the amazing trip and new experiences I had with Trek Travel to Puglia. It was truly one of my greatest experiences in Italy”
– Cameron

3. Piedmont, Italy

Piedmont is Italy’s most delicious secret, and our ONE cycling vacation takes you into its heart. You’ll enjoy a very sophisticated side of this region, capped off with a once-in-a-lifetime opportunity for traditional white-truffle hunting in the town of Roddi, complete with a truffle-hunting team of local canine professionals!

Truffle hunting on Trek Travel's Piedmont, Italy cycling vacation

4. Tuscany, Italy

What’s the best part of visiting Tuscany with Trek Travel? Is it the deep, evocative history, rich with detail? Is it the fragrant olive groves and ancient cypresses? Or is it the decadent food and wine, a vivid palate of full-bodied reds, wonderful whites and complex recipes? Luckily for you, it is all the above and then some. Tuscany is our most popular bike tour in Europe and for good reason.

Explore Trek Travel's luxurious Tuscany bike trips.

“This trip was better than anticipated — and I had high expectations based on previous participants’ reviews! I am now convinced that this is THE way to see a new country and experience its culture; by the sights, sounds, and smells only obtainable by cycling through its countryside. The support of the Trek Travel guides made it exceptionally easy and enjoyable. A perfect way to spend our 15-year wedding anniversary!”
– Kathy

5. Croatia & The Dalmatian Coast

A perfect cycling tour along the Dalmatian Coast, where the clear blue waters of the Adriatic Sea offer an ever-present and inspiring view. From the start, you’ll lose your heart to captivating, historic Dubrovnik, whose centuries-old city walls and fortresses surround an enchanting, romantic Old Town. As you move along to the unforgettable port of Split, you’ll visit sun-kissed islands and ride along ancient stone terraces carpeted in lavender. Enjoy the unspoiled beaches of Korcula, discover tiny hamlets ringed by olive trees and vineyards, and explore deserted coves near chic, glamorous Hvar Town. It’s the perfect adventure for a first-time European traveler.

Croatia bike tours

Best-Selling Trips of 2016

What’s better than the trip of your dreams? How about the trip of everyone’s dreams? That’s what you get when you choose one of our top five most popular destinations. They’re each a magic elixir of the perfect rides, views, food and fun that have captured the imagination of many of our guests. Because everyone’s dreams are different. But some trips just transcend them all.

1. Bryce and Zion

If discovering the nooks and crannies of these two national parks in Utah isn’t on your bucket list, it should be. Why? Because there’s no better place to taste the flavors of the great Southwest, hike through world-renowned slot canyons, or ride past ancient hoodoo spires. The jaw-dropping landscape of southwest Utah has been capturing hearts for generations, and this year was no exception.
 
 
Trek Travel Best-Selling Trips of 2016
 

2. Andalucia

Sure, Paris, London, Barcelona and Rome are among the most beautiful, historic cities on Earth. But Europe has so much more to uncover, and this region is truly something special. We’ll ride the trafficless roads through the Sierra de las Nieves to rural landscapes overgrown with olives and run by herds of goats, then we’ll top it off with delicious gala-style dinners and full-blooded flamenco performances. The terrain is otherworldly. The experience is singular.
 
 
Trek Travel Andalucia Spain Bike Tour
 

“Five years ago we booked the cycling vacation of a lifetime in another part of Europe. That trip was fantastic, and with several friends joining us, we had a blast. I was hesitant to believe that a cycling tour thru Andalucia could come close to our amazing experience five years ago. I have to say that this trip exceeded all of our expectations, and surpassed our former experience.”
– Manny C.

 
 
Trek Travel Best-Selling Cycling Vacations of 2016
 

3. Crater Lake and the Oregon Cascades

When you first lay eyes on the crystal blue waters of Oregon’s Crater Lake as it reflects the sky, you’ll remember that sometimes the best vacations never leave the country. Because when it comes to America’s national parks, seeing is so much more than believing. This is the country’s fifth oldest national park and it is sure to stop you in your tracks. They said the only way this trip could get any better is with a tour of Oregon’s best microbrews, so we added it to the itinerary.
 
 
Trek Travel best-selling bike tours of 2016
 

4. Ride Across Italy

They say the best way to see Italy is to eat your way through it. We’ve added riding, and now it’s truly perfect. We’ll dip our toes in the Adriatic Sea before discovering Le Marche, Umbria, Lazio, Tuscany and everything in between, with stops for sumptuous cuisines, world-renowned wines, charming medieval towns, and some seriously fresh pasta. By the time the journey comes to an end on the Mediterranean coast, you’ll have finished the trip that all future vacations will be measured by. This isn’t just another vacation to Italy. This is everything Italy could possibly offer.
 
 
Ride across Italy on Trek Travel's coast to coast bike tour
 

“This trip was on back roads with scant traffic, an unusual experience in Italy. The scenery on these back roads was rural, expansive and stunning. This trip took some amazing groundwork to find all of these isolated roads that made the Ride Across Italy so enjoyable. Great work on the locating!”
– Richard C.

 
 
Trek Travel Most Popular Bike Tours of 2016
 

5. Cinque Terre

Montecarlo. Lucca. The Ligurian Coast. This is the other side of Italy. Cinque Terre means ‘The Five Lands’ – and is a breathtaking stretch villages on the coast of the Italian Riviera. And while the tree-lined landscape is gorgeous, the wine terraces are what make the area a UNESCO World Heritage Site. Whether you choose to bike, hike or relax in luxurious hotels, you’ll likely be seduced by the wonder of this way of life that refuses to give in to the modern world.
 
 
Trek Travel Most Popular Cycling Vacations of 2016
 
 

Private

If a date is marked as Private, it is reserved for a private group.

Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.

Luxury:

Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.

Explorer:

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

Combined:

On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself