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The Caribbean Trips & Tours

All Caribbean tours, small ship cruises and adventure trips. Find the best guided trips and expert planned vacation and holiday packages from over 600 tour companies. 99 trips found. 426 reviews with an average rating of 4.7 for all The Caribbean trips. See all The Caribbean Reviews

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Sailing the Caribbean tour

Sailing

4.0 | Great | 2 Reviews
8 Days
$ 1,049 per day
Type: Small Ship Cruise
Lodging:
Luxury - 5 star

Luxury - 5 star Lodging LevelThe highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Barbados, Dominica, Saint Lucia, Caribbean
From
$ 8,390

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.
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Central American Highlights tour

Cultural

4.6 | Excellent | 65 Reviews
16 Days
$ 158 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Antigua And Barbuda, Costa Rica, El Salvador, Guatemala, Honduras, Nicaragua, Arenal Volcano, Copan, Granada, Leon, Chichicastenango
From
$ 2,351

Highlights

  • Leon and Granada - Learn about the history behind the dictatorship and revolutionary wars in Nicaragua
  • Volcanoes - Enjoy the vistas over active and dormant volcanoes throughout the trip, including the three impressive cones overlooking the picture perfect city of Antigua, Guatemala
  • Guatemalan Highlands - Experience the land of the Maya by visiting the colourful local market at Chichicastenango and the indigenous villages around Lake Atitlan, witnessing Maya ceremonies.
  • Copan - Learn more about the ancient Maya culture at this UNESCO World Heritage Site, one of the greatest Maya ruins in the Americas
  • Suchitoto - Enjoy the charms of this pretty colonial town beside the shores of Lake Suchitlan
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Whale Encounters - Dominican Republic tour

Nature & Wildlife

5.0 | Excellent | 16 Reviews
8 Days
$ 487 per day
Type: Small Ship Cruise
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Dominica
From
$ 3,895

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.

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Dominican Republic: Endemics of Hispaniola tour

Birding

5.0 | Excellent | 2 Reviews
8 Days
$ 359 per day
Type: Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Dominica
From
$ 2,875

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
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Cuba: Celebration of Arts & Culture tour

Cultural

4.3 | Great | 6 Reviews
8 Days
$ 412 per day
Type: Small Group Tour
Lodging:
Premium - 4 star

Premium - 4 star Lodging Level3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Cuba, Havana, Trinidad
From
$ 3,295

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
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Cuba: Havana Weekend Getaway tour

Cultural, Yoga, Meditation & Wellness

4.3 | Great | 6 Reviews
4 Days
$ 474 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Cuba, Havana
From
$ 1,895

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
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Spanish Fiesta tour

Cultural

by
4.3 | Great | 30 Reviews
12 Days
$ 214 per day
Type: Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Spain, Barcelona, Granada, Madrid, Seville, Toledo, Valencia
From
$ 2,568

Highlights

  • Madrid driving tour
  • Guided tour of the Alhambra in Granada
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The Land of Lakes and Volcanoes tour

Cultural

4.6 | Excellent | 65 Reviews
13 Days
$ 142 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Nicaragua, Granada, Managua, Ometepe, Leon
From
$ 1,623

Highlights

  • Leon and Granada - Discover these lively colonial cities, historic rivals for the title of capital city of Nicaragua
  • San Ramon Homestay - Spend the night with a local family and learn all about coffee production
  • Ometepe Island - Cross the impressive Lake Nicaragua to the laid-back volcanic island of Ometepe
  • San Juan del Sur - Relax on the Pacific Coast and perhaps try your hand at surfing
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Moorish Andalucia tour

Hiking & Walking

4.6 | Excellent | 65 Reviews
14 Days
$ 147 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Spain, Córdoba, Granada, Seville
From
$ 2,010

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'
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Family Active Nicaragua tour

Family Friendly, Education / Learning

4.6 | Excellent | 65 Reviews
15 Days
$ 155 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Nicaragua, Granada, Ometepe, Leon
From
$ 2,323

Highlights

  • Volcanoes - Climb to the top of Cerro Negro Volcano, an active volcano.
  • Sandy beaches - Swim and surf at Playa Los Cordones
  • Lakes - Kayak amongst the tropical islands Las Isletas on Lake Nicaragua.
  • Ometepe - Stay on Ometepe, a laid-back volcanic island
  • Cloud forest - Learn about the life of the cloud forest and zip wire through the trees at Mombacho Volcano
  • Wildlife - Look for crocodiles, monkeys and exotic birds
More
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