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Cuba Group Tours

Our tour planners design Cuba group tours for small and large groups. Read our information below to learn more about this location.

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Where the Atlantic Ocean, Caribbean Sea, and Gulf of Mexico converge sits the largest Caribbean island – a land of vibrant colors, white sandy beaches, and salsa music – Cuba. Although only a mere 90 miles south of Florida, your world transforms once you step onto Cuba’s cobblestone roads, surrounded by Spanish-Colonial architecture and vintage cars. The island boasts a diverse land full of plains, rolling hills, and mountainous stretches, all surrounded by unending turquoise waters.

With the Caribbean Sea’s warm winds blowing, Cuba’s sub-tropic climate keeps the island humid and heated year around, with really only two distinct seasons.

Dry Season, November to April, asserts temperatures upwards of 80 degrees and maximum sunshine. Although Cuba is not saturated with travelers like some of its other Caribbean cohorts, peak tourism occurs during this period of warm weather and minimal precipitation.

Wet Season, May to November, produces not only the most rainfall, but also an occasional hurricane, especially in October and November. Temperatures stay much more moderate during this time, even sliding down into the 50s at night. While the wet season should not be completely avoided, as showers are scattered, be sure to check travel advisories regarding hurricanes and cyclones before heading abroad.


Havana, Cuba Group Tour



Within Cuba’s 760-mile long span of hills, plains, and peaks, are some of the most historic cities, beautiful beaches, and magnificent views. Below is just a taste of Cuba’s most coveted charms:

Historical Cities

  • Walk the cobblestone streets of one of Cuba’s most popular city centers, Old Havana, where the Spanish-colonial architecture will take you back to the 18th
  • Experience the Afro-Cuban heritage of Trinidad, horseback riding through sugar cane fields or up into the Escambray Mountains.


  • Snorkel, deep-sea fish, or head out on an underwater exploration on the north coast’s popular tourist town of Varadero.
  • Indulge in what is considered to have the finest sand in Cuba by resting next to the tranquil waters of Playa Ancón on the southern coast.

Outdoor Recreation

  • Engage your active side and experience one of Cuba’s best playgrounds, Valle de Viñales National Park, home to an infinite number of trails leading to caves, swimming holes, and limestone cliffs overlooking the valley.
  • Hike or ride horseback to a tobacco plantation and learn how Cuba crafts some of the best cigars in the world.

Throughout the country, there is an abundance of resorts, hotels, and casa particulars – guesthouses – all varying in amenities and cost.

All-Inclusive Resorts

  • These are primarily in areas with many tourists, such as Varadero, and usually allow direct access to the beach.
  • Luxury amenities are available, such as a day spas, swimming pools, fitness centers, and nightly entertainment.


  • Ranging from high-end to budget-friendly, most of the hotels are inside of restored colonial buildings, keeping the historic charm.
  • Hotels are located in all areas, from beachside to the city center, tailoring to your specific needs.

Casa Particulares

  • To meet the increasing tourism demand in Cuba, the government allows some households to rent out bedrooms for a minimal cost, delivering an affordable, authentic experience to visitors.
  • Although the amenities may not be as lavish, the relationships built with your host family are priceless.

Packing for Cuba

Legal Documents and Currency

  • Upon arriving to Cuba, be ready to present your passport, tourist visa, and travel insurance. All of these require an application and can sometimes take upwards of a month to obtain, so plan early to ensure your trip is not delayed!
  • Cuban officials will also ask to see your currency, as credit and debit cards will not work on the island. Be safe by packing more than you will need, and be prepared to exchange to the tourist currency, the Cuban Convertible Peso.


  • Keep in mind the hot, humid temperatures by packing lightweight clothing and swimming suits. While sandals are great for the beach, they are not ideal for walking on cobblestone roads, so pack some sturdy shoes for strolls in the city.
  • If you visit during the rainy season, pack a lightweight jacket or umbrella, if it will fit in your suitcase.
  • Cuba is known for its spirited nightlife and the locals don’t skimp on style. While suits and gowns aren’t necessary, bring extra outfits for evening outings, such as cool cocktail dresses or lightweight dress shirts.


  • Commodities that are readily available in the United States can be hard to find abroad, especially sunscreen and insect repellent, both of which are vital to your trip to Cuba.
  • If you do not speak Spanish, packing a book of common phrases may be helpful to communicate with the locals.
Cuban travel safety

A Cuban Police hanging out on the street in Havana, Cuba.

While Cuba is widely considered a very safe country for tourists, keep in mind the following to ensure a healthy and harmless trip:

  • Don’t drink the tap water! Plan on either buying water bottles where they are available or purchasing a filtered water bottle before your trip.
  • Especially if you plan to hike up in the mountains or spend the day outside, wear insect repellent. Zika and Dengue Fever are both prevalent in Cuba, but preventable by avoiding mosquito bites.
  • Bring some cash with you on excursions, but don’t carry all of it. Should you run into petty theft, you will appreciate having extra cash secured in a safe place for back up. Whatever cash you do carry, stash in an anti-theft bag or under-clothing storage accessory.
Cuba Culture and Etiquette

Cuban Dancers

Cuba’s laid-back, eclectic culture is easy to immerse yourself in, but keeping in mind some common courtesies will enrich your time on the island.

Remember that, although many Cubans can speak some English, their primary language is Spanish. By having a book of common phrases with you at all times, you will at the least be able to introduce yourself in Spanish and ask basic questions.

Although handshakes are common, as well, many people greet each other by a kiss or double-kiss on the cheek. Be prepared for that as a sign of welcoming and gratitude.Tipping is widely appreciated, as Cubans largely rely on them as part of their income. This includes, but is not limited to, tipping maids, waiters/waitresses, taxi drivers, and tour guides. Be generous!

Tipping is widely appreciated, as Cubans largely rely on them as part of their income. This includes, but is not limited to, tipping maids, waiters/waitresses, taxi drivers, and tour guides. Be generous!


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