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The Caribbean Trips & Tours - 2018/2019

90 trips from 42 tour companies with 304 reviews

All The Caribbean tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.7 for all The Caribbean trips.

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4.0 | Great | 2 Reviews
By
National Geographic Expeditions
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Ship Cruise
Lodging:
Luxury - 5 star
Lodging Level
Physical:
From $ 8,390
$ 1,049 per day
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Highlights
  • Sail the sparkling Caribbean Sea
  • Aboard the historic square-rigger Sea Cloud.
  • Snorkel in pristine coral reefs
  • Swim in tropical lagoons
  • Explore secluded cays and beaches.
  • Go on historian-led walks in colonial towns infused with an intriguing mix of cultures.
  • Experience an array of natural wonders including volcanoes and rain forests teeming with birds and wildlife.
More
5.0 | Excellent | 16 Reviews
By
ROW Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Ship Cruise
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 3,895
From $ 5,258
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.
$ 487 per day
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Highlights

Explore Silver Bank: The region of the Silver Bank was one of the shipping routes that were the lifelines of the Spanish Empire. In September 1641, the Spanish galleon Nuestra Senora de la Pura y Limpia Concepcion set sail from Havana, Cuba, laden with treasure. A week later, she was nearly destroyed by a hurricane and began a month-long trek to Puerto Rico for repairs. But just short of the goal, the Concepcion struck a shallow reef and began to sink, losing 300 passengers and crew and a fortune in silver that inspired the reef’s name.

Enjoy watching the Wildlife: Humpback Whales: Humpback whales are extravagant creatures, ranging from 40-50 feet in length and weighing in at 35-40 tons. They derive their name from the distinctive high humping of their back when they dive and also from the pronounced hump at the leading edge of their dorsal fin. Watch in awe as the whales put on a show, slapping their wing-like pectoral fins on the surface of the sea, lobtailing, breaching, spyhopping and peduncle throws.

More
5.0 | Excellent | 12 Reviews
Type: Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
From $ 2,875
$ 359 per day
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Highlights
  • Views of the scarce West Indian Whistling Duck, retiring Mangrove Cuckoo, ornate Red-legged Thrush
  • Explore Sierra de Bahoruco Mountains
  • Have stunning views of Hispaniola’s southern coastline
  • Visit Neotropical migrant warblers
  • Views of Eastern Chat-Tanager
  • See Ridgway’s Hawk
More
4.4 | Great | 7 Reviews
By
Discover Corps
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Premium - 4 star
Lodging Level
Physical:
$ 3,295
From $ 4,053
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.
$ 412 per day
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Highlights
  • Uncover Cuba’s vibrant art scene
  • Visit to a Havana neighborhood transformed by street art
  • Visit renowned Cuban artists and take in a private performance from a Cuban guitar ensemble
  • Experience a memorizing display of talent from the Habana Compas
  • Dance troupe, explore Havana’s famous Museum of Fine Arts and take a step into the past walking through Old Havana
  • Explore old Havana UNESCO World Heritage Site
  • Every interaction is guaranteed to be engaging and insightful
More
4.4 | Great | 7 Reviews
By
Discover Corps
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 1,995
From $ 2,693
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.
$ 499 per day
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Highlights
  • Jetting off to Havana for a weekend uncovering the city’s main sites
  • Learning salsa dancing with an Afro-Cuban dance company
  • Walking along the cobblestone streets of quaint Old Havana
  • Uncovering Cuba’s artistic heritage at the Museum of Fine Arts and private art galleries
  • Watching vintage cars drive along Havana’s seaside boardwalk – the Malecon
  • Touring the home of one of Cuba’s most famous residents, Ernest Hemingway
  • Visiting a factory transformed into a hub for Cuban art & music
More
Award Winning Travel Featured In:
4.3 | Great | 31 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 2,219 $ 2,139
From $ 2,283
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.
$ 169 per day
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Highlights
  • Driving tour of Madrid
  • Visit Zaragoza
  • Madrid driving tour
  • Guided tour of the Alhambra in Granada
More
4.6 | Excellent | 63 Reviews
By
Explore!
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 2,000
From $ 2,700
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.
$ 143 per day
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Highlights
  • Seville - The expansive royal palace of the Alcazar
  • Cordoba - The remarkable arcaded hall of the unusual mosque-cathedral of Mezquita
  • Cazorla - Authentic mountain town full of character
  • Grazalema Park - Picturesque limestone peaks surrounding the 'Pueblo Blanco'
More
4.4 | Great | 7 Reviews
By
Discover Corps
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 2,995
From $ 4,043
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.
$ 374 per day
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Highlights
  • Experience guided trek through the Viñales Valley, a UNESCO World Heritage Site
  • Take a ride a boat down a river that winds through caves
  • Relax on the sandy beaches of Cayo Levisa
  • Visit a stunning waterfall that lies in the middle of an eco-community
  • Experience fascinating people who have a role in protecting Cuba’s fragile resources.,Whether it’s a tobacco farmer who has spent his life in Viñales.
More
4.6 | Excellent | 63 Reviews
By
Explore!
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Basic - 2 star
Lodging Level
Physical:
$ 1,050
From $ 1,470
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.
$ 131 per day
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Highlights
  • Cordoba - Visit the splendid Islamic monument of the Mezquita
  • Castano del Robledo - Stay in a traditional village house in the Sierra de Arcena
  • Sierra de Arcena - Walks over wooded hillsides and through rural whitewashed villages
  • Seville - Beautiful Andalucian city, home of the stunning UNESCO World Heritage palace of the Alcazar
More
4.4 | Great | 7 Reviews
By
Discover Corps
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 2,195
From $ 2,963
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.
$ 274 per day
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Highlights
  • Live surrounded by idyllic beaches, upbeat Caribbean music, and friendly local communities
  • Explore the tropical countryside by hiking to rural villages, snorkeling over the clear Caribbean Sea
  • Uncovering pristine beaches set amongst lush mountain landscapes
  • Visit an ecological park where you can explore cool swimming holes and even zip-line through the rainforest
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Basic - 2 star
Lodging Level
Physical:
$ 4,099
From $ 5,739
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.
$ 186 per day
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Highlights
  • Dine under the eiffel tower
  • Explore moorish palaces and great iberian cities
  • Sample some of europe's best cuisines
  • Chill out on the algarve coast
  • Mingle with the locals on the french riviera
  • Walk by ancient history in rome
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Premium - 4 star
Lodging Level
Physical:
$ 1,657
From $ 2,059
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.
$ 207 per day
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Highlights
  • Visit the unesco world heritage site of toledo
  • Explore the alhambra (one of the greatest achievements in moorish architecture)
  • Enjoy a private flamenco lesson
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 2,999
From $ 4,049
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.
$ 214 per day
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Highlights
  • Savour traditional portuguese food in lisbon’s oldest neighbourhood
  • Taste coastal porto’s famous export in a port wine cellar
  • Soak in the lively atmosphere and scenery of madrid
  • Discover seville’s moorish influence
  • Learn to make tapas in barcelona
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 4,799
From $ 6,479
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.
$ 229 per day
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Highlights
  • Explore moorish palaces and great iberian cities
  • Capture photos of stunning countryside and age-old cathedrals
  • Devour tapas at a local haunt
  • Listen to fado music and learn to flamenco dance
  • Live like a local in a "casa rural" in the pyrenees
  • Experience the basque way of life
More
4.6 | Excellent | 100+ Reviews
By
Exodus Travels
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 1,625
From $ 1,825
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.
$ 203 per day
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Highlights
  • Discover the fascinating Moorish history of white villages
  • Experience the rich culture in Seville and Granada
  • Visit the famous Alhambra
  • Explore authentic rural countryside around our converted farmhouse
More
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4.6 | Excellent | 100+ Reviews
By
Exodus Travels
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 4,295
From $ 5,798
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.
$ 286 per day
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Highlights
  • The rustic charm of colonial Granada
  • The rising peaks of Ometepe Island from Lake Nicaragua, Central America's largest lake
  • Navigate the waterways of Costa Rica's Tortuguero N.P.
  • Pacific beaches and the idyllic Caribbean islands of Bocas del Toro
  • Discover the Panama Canal, see the colossal Miraflores Locks in action
More
4.6 | Excellent | 100+ Reviews
By
Exodus Travels
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 1,435
From $ 1,545
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.
$ 179 per day
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Highlights
  • Beautiful walks through Spain's highest sierra
  • Moorish white-washed settlements and the highest village in Spain, Trevelez
  • Family-run hotel offering stunning views and warm hospitality
  • A night in Granada with a free day to explore this beautiful city
  • Alhambra Palace and its grounds (optional)
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Basic - 2 star
Lodging Level
Physical:
$ 2,399
From $ 2,929
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.
$ 150 per day
Sign in to unlock private member deals up to $500 off.

Members save up to $500 per person on thousands of trips every day and get access to private deals up to 50% off. Log in or join to see eligible deals. It's free!

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Highlights
  • Relax on the beaches of nice
  • Enjoy the nightlife of barcelona
  • Listen to traditional fado music in lisbon
  • Dine on delicious tapas in madrid
More
4.6 | Excellent | 100+ Reviews
By
Exodus Travels
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Value - 3 star
Lodging Level
Physical:
$ 3,645
From $ 4,921
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.
$ 228 per day
Sign in to unlock private member deals up to $500 off.

Members save up to $500 per person on thousands of trips every day and get access to private deals up to 50% off. Log in or join to see eligible deals. It's free!

Unlock
Highlights
  • Cycle through three different countries in two weeks
  • Relax on Pacific beaches and the idyllic Caribbean islands of Bocas del Toro
  • Discover the dramatic Ometepe Island, with its twin volcanic peaks
  • Ride along the Panama Canal, see the colossal Miraflores Locks in action
  • Look out for wildlife in Costa Rica’s national parks
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Basic - 2 star
Lodging Level
Physical:
$ 1,349
From $ 1,499
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.
$ 135 per day
Sign in to unlock private member deals up to $500 off.

Members save up to $500 per person on thousands of trips every day and get access to private deals up to 50% off. Log in or join to see eligible deals. It's free!

Unlock
Highlights
  • Explore moorish palaces and great iberian cities
  • Sample some of europe's best cuisines
  • Chill out on the algarve coast
  • Indulge in tapas and wine
More

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Tours & Operators on Stride Awarded and Featured by:

  • National Geographic, Condé Nast Traveler, Travel + Leisure
  • Outside, The New York Times