Top Guided Trips to Cuba Trips & Tours

5 trips from 6 tour companies with 12 reviews

All Top Guided Trips to Cuba tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 5.0 for all Top Guided Trips to Cuba trips.

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4.8 | Excellent | 8 Reviews
Type: Small Group Tour
Lodging:
Basic - 2 star
Basic - 2 star Lodging Level You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Cultural
Visits: Cuba, Havana, Trinidad
From $ 1,020
$ 113 per day
Highlights
  • There’s a world of difference between Cuban life in the city and in the country, and you’ll learn all about it with a walking tour of Havana and strolls down the rural dirt roads of Vinales, watching the tractors, vintage cars and horse drawn carriages pass by
  • Discover the man behind the t-shirt with a visit to revolutionary Che Gevara’s Mausoleum and Museum
  • Music’s the fuel that makes Cuba move, so fill up on the rhythm and learn to move like a local
  • Get a hands-on experience with one of the country’s most famous exports; a tobacco farmer will teach you how to roll a cigar with his prestigious harvest
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5.0 | Excellent | 10 Reviews
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Cycling & Biking, Hiking & Walking, Cultural, Transformative
Visits: Cuba, Havana
From $ 7,798
$ 975 per day
Highlights
  • Legally travel to Cuba on this special People-to-People Multisport Trip—the very first trip of its kind!
  • Explore Matanzas on foot, discovering caves and white-sand beaches, and meeting farmers and some of Cuba's famous artisans
  • Pedal alongside members of Cuba's National Cycling club through beautiful natural areas, rural villages and captivating colonial towns
  • Bike and hike the Viñales Valley, tobacco farm capital and World Heritage site, beloved for its geologically unique landscape dotted with mogotes
  • Be enchanted by the vibrant history, beautiful architecture and seductive vibe of Havana
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4.9 | Excellent | 100+ Reviews
By
SmarTours
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural, Education / Learning
Visits: Cuba, Trinidad & Tobago, Camaguey, Havana, Miami, Trinidad
$ 3,399
From $ 8,297
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 378 per day
Highlights
  • A true “people-to-people” experience with cultural exchanges such as visits with artists, musical performances, and local organizations
  • Riding in American Vintage Automobiles (Havana)
  • Home of Ernest Hemingway (Havana)
  • Cigar Factory (Havana)
  • Casa Fuster (Havana)
  • Bay of Pigs Museum (Giron)
  • Walking Tour of Trinidad
  • Bici-Taxi Tour of Camaguey
  • Beaches of Guardalavaca (Holguin)
  • Meeting Local Fishermen (Gibara)
More
4.9 | Excellent | 12 Reviews
By
ROW Sea Kayak Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Premium - 4 star
Premium - 4 star Lodging Level 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Family Friendly, Nature & Wildlife, National Parks, Scuba Diving, Rafting, Kayaking, Canoeing
Visits: Cuba, Miami
From $ 3,585
$ 448 per day
Highlights
  • Enjoy a walking tour through Colonial Havana’s plazas 
  • See former military fortifications lining the beach in sharp contrast to the paradisiacal shores.
  • Visit the Museo de Ernesto Hemingway, a somewhat recent development to Hemingway’s Cuban legacy. 
  • Explore the surrounding banks, and snorkel along the coral reefs.
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4.5 | Great | 30 Reviews
By
Road Scholar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Education / Learning
Visits: Cuba, Havana
From $ 3,995
$ 444 per day
Highlights
  • Delve into US-Cuban Relations and the History of Cuban music with experts.
  • Attend a rehearsal by a Cuban dance company and speak with the dancers. Spend a day in the beautiful landscapes of the Vinales Valley to meet tobacco growers.
  • Enjoy interactions with a local Community Arts Project, an artisan farmer and a Cuban baseball player. Explore Ernest Hemingway’s farm, Finca La Vigia.
More
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