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ToursCentral America & the CaribbeanCentral America & the Caribbean History Trips & Packages

Top Central America & the Caribbean History Trips & Packages In 2025/2026

Our 96 most popular Central America & the Caribbean History Trips & Packages trips. Compare tour itineraries from 32 tour companies. 159 reviews.

96 Trips match your criteria (23 - 44 shown)

Costa Rica in 9 days - Pura Vida & Paradise in Tamarindo - Superior
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Costa Rica in 9 days - Pura Vida & Paradise in Tamarindo - Superior

By Exoticca
preferred
2/5 Disappointing
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Arenal Volcano, San José

Highlights

  • Arenal
  • Guanacaste
  • San José
  • Tamarindo

Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
Save this trip to your favorites or other list
9 days From$1,399
Price updated 1 year+ ago
More
Dominican Republic in 5 days - All-Inclusive Escape to Samana - Luxury
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Dominican Republic in 5 days - All-Inclusive Escape to Samana - Luxury

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
Save this trip to your favorites or other list
5 days From$1,199
Price updated 1 year+ ago
More
Dominican Republic in 11 days - Santo Domingo, Highlands & All-Inc. 5* - Charm
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Dominican Republic in 11 days - Santo Domingo, Highlands & All-Inc. 5* - Charm

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Santo Domingo

Highlights

  • Cabarete
  • Jarabacoa
  • Las Terrenas
  • Santo Domingo

Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
Save this trip to your favorites or other list
11 days From$1,699
Price updated 1 year+ ago
More

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Jamaica beach & rainforest escape
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Jamaica beach & rainforest escape

By Audley Travel
none
4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Relax and unwind on Jamaica’s white-powdered beaches and aquamarine sea.
  • Enjoy an organic farm tour with an alfresco lunch.
  • Stay in an elegant tree house in the jungle.
  • Experience Bamboo rafting on the Rio Grande.
  • Take a privately guided tour of Jamaica’s lively capital, Kingston.

Themes

Cultural, Rafting, Kayaking, Canoeing

What travelers are saying

"Another wonderful trip organised by the team at Audley Travel. This time we arranged a holiday to South Africa. Robyn Hutchons was our advisor and her personal experience and knowledge was invaluable in planning the holiday. The local ground agents in South Africa were extremely helpful in resolving some car hire problems. All in all, I have no hesitation in recommending Audley and we will certainly be using them again for our holidays."

Trip dates & details
Save this trip to your favorites or other list
9 days From$3,445
Price updated 1 year+ ago
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Costa Rica in 12 days - Tropical Rainforests & Beach Escape - Superior
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Costa Rica in 12 days - Tropical Rainforests & Beach Escape - Superior

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Arenal Volcano, Monteverde, San José

Highlights

  • Arenal
  • La Fortuna Waterfall
  • Monteverde
  • San José
  • Tamarindo

Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
Save this trip to your favorites or other list
12 days From$2,399
Price updated 1 year+ ago
More
Ti Kaye Resort and Spa and the North Coast of Grenada
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Ti Kaye Resort and Spa and the North Coast of Grenada

By Audley Travel
none
4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Balanced schedule

Highlights

  • Three-night stay at Petite Anse.
  • Discover some of the 'Isle of Spice's' amazing produce
  • Explore the secluded coastline of Levera National Park
  • Seven nights to relax at Ti Kaye Resort and Spa
  • The island's best snorkeling and dive spots
Show more

Themes

Cultural, Nature & Wildlife, Hiking & Walking, Relaxing Retreats

What travelers are saying

"Another wonderful trip organised by the team at Audley Travel. This time we arranged a holiday to South Africa. Robyn Hutchons was our advisor and her personal experience and knowledge was invaluable in planning the holiday. The local ground agents in South Africa were extremely helpful in resolving some car hire problems. All in all, I have no hesitation in recommending Audley and we will certainly be using them again for our holidays."

Trip dates & details
Save this trip to your favorites or other list
11 days From$2,830
Price updated 1 year+ ago
More
Dominican Republic in 5 days - All-Incl. Paradise in Punta Cana 5* - SEMI LUXURY
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Dominican Republic in 5 days - All-Incl. Paradise in Punta Cana 5* - SEMI LUXURY

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Punta Cana, Santo Domingo

Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
Save this trip to your favorites or other list
5 days From$899
Price updated 1 year+ ago
More
Bequia Beach Hotel & Barbados & Grenada
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Bequia Beach Hotel & Barbados & Grenada

By Audley Travel
none
4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Start with a drive through the steep hills and lush rainforest of Grand Etang National Park, stopping at Concord Waterfall.
  • You may like to head to historic Westerhall Rum Distillery.
  • Little Arches is in a quiet, residential area on the south coast.
  • A private tour to St Nicholas Abbey, a 17th century plantation house, for a tour of the house and rum tasting.
  • You might like to head into Bridgetown, take a tour of the Mount Gay Rum factory or the famous Kensington Oval cricket grounds.
Show more

Themes

Cultural, Nature & Wildlife, Scuba Diving, Rafting, Kayaking, Canoeing, Small Ship Cruise, Relaxing Retreats

What travelers are saying

"Another wonderful trip organised by the team at Audley Travel. This time we arranged a holiday to South Africa. Robyn Hutchons was our advisor and her personal experience and knowledge was invaluable in planning the holiday. The local ground agents in South Africa were extremely helpful in resolving some car hire problems. All in all, I have no hesitation in recommending Audley and we will certainly be using them again for our holidays."

Trip dates & details
Save this trip to your favorites or other list
14 days From$3,555
Price updated 1 year+ ago
More
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All Central America & the Caribbean History Trips & Packages, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Central America & the Caribbean History Trips & Packages

Central America & the Caribbean History Trips & Packages Reviews

J

Jeff

Jul 2023

Written on

baez

Nice trip

Tour:  A Taste of Cuba

A

Anonymous

Jan 2018

Provided byExodus Adventure Travels

A great insight into a rapidly changing country

I'm really pleased I got to see Cuba before it changes too much. While you can see the commercialism is starting to creep in, it still feels like it has been stuck...

Tour:  A Taste of Cuba

B

Brianna M.

Feb 2023

Written on

The company was well-organized and I enjoyed every activity they planned for this trip!

Although I have a friend from Guatemala who has told how magnificent the country is, I had never gone. One night I was doing research when I came across CharlieTheTr...

Tour:  Guatemala: See & Experience it ALL in 8 Days, 1st Class Custom Tours

J

Jon H.

Feb 2023

Written on

The Guatemala trip through CharlieTheTraveler had so much packed into 6 days.

The Guatemala trip through CharlieTheTraveler had so much packed into 6 days. I had such a good time on each daytrip and going to each attraction. I was intrigued by...

Tour:  Guatemala: See & Experience it ALL in 8 Days, 1st Class Custom Tours

R

Rachel G.

Feb 2023

Written on

I don’t think I can ever take a vacation without this assistance from this company again!

I don’t travel a lot, but after booking through CharlieTheTraveler, the company kept in contact with me to answer any questions and let me know how to prepare for my...

Tour:  Guatemala: See & Experience it ALL in 8 Days, 1st Class Custom Tours

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