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 (67 - 88 shown)

Costa Rica Eco-Beach Adventure
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4.3/5 Great
7 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit Arenal Volcano. It is the only volcano in Costa Rica constantly active
  • Explore Tortuguero National Park
  • Discover Monteverde Cloud Rain Forest
  • Explore La Fortuna Waterfalls
  • Visit Manuel Antonio National Park, encompasses rugged rainforest, white-sand beaches and coral reefs

Themes

Cultural, Nature & Wildlife, 50 Plus, National Parks, Singles Travel, Eco, Sustainable & Green Travel

What travelers are saying

"I recently took a trip to Kenya and I cannot imagine any other tour operator doing a better job. Let's start at the beginning. My flight from the US landed first in London and then a second flight was to have gone to Kenya. The airline nightmare began with AA being two hours late causing me to miss my next flight on British Air. BA had given my flight away before I got off the plan and had no acceptable replacement. I spent three days and nights at Heathrow airport forcing me to miss those days of my tour. I stood in lines hours long at the airport and my second replacement flight never left the ground after being held hostage in the plane for hours. I was ready to go home. My phone would not work much of the time in the airport, but I was finally able to contact Best Singles Travel. They figured out a way to arrange for a driver to meet me at the Nairobi airport three days after my trip began and take me to Samburu, a five hour drive where the group was then located. If it had not been for this effort in figuring out a way for me to meet my group then this trip would have been lost for me. And what a shame that would have been because once I finally arrived it was magical. I saw every animal as well as much of the countryside driving all over even with missing three days. The lodges were picturesque with monkeys playing on expansive grounds, wild birds and animals, beautiful colored geckos, mountains and streams in the background where the sun met a landscape expanding as far as the eye could see producing sunsets like those seen in National Geographics. Oh, did I mention the food? No US chemicals. Just organically grown and delicious. If anyone reading this decides to travel to Kenya then I hope you stop to see David Sheldrick's rescued baby elephants. I am grateful that Best Singles Travel and Patrick, our knowledgeable considerate tour guide, took the time, effort and resources to make the remainder of this trip happen for me because now I cannot imagine having missed it. This trip was organized, included lovely memorable hotels/lodges and attentive to our needs."

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Glover's Reef & Mayan Caves
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4.8/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Explore the underground archaeological site of the Chech’Em Ha Cave system
  • Scenic Hummingbird Highway through the Rainforest to the coastal town of Dangriga.
  • Activities include paddling, snorkeling the inner and outer walls of the reef, SUP and learning to sail a kayak
  • Experience hike a half an hour through the rain forest, and up into a multi-chambered series of caves rich with geological formations
  • Travel to Glover’s Atoll, a protected marine park and World Heritage Site, thirty-six miles off shore of mainland Belize

Themes

Nature & Wildlife, 50 Plus, National Parks, High Adventure, Relaxing Retreats

What travelers are saying

"Our group had such an amazing time at Half Moon Caye Feb 4-10! So thankful to have had a wonderful trip before coronavirus shut things down. The guides were incredible and made the experience fun and educational. Ms Ann's cooking was excellent and she even let me help out in the kitchen one evening. There were a great variety of different activities, but I enjoyed snorkeling the most! Thanks for a great trip!"

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Maya Reef Explorer
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4.8/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Strenuous
Trip pace
Balanced schedule

Highlights

  • Exploration as you travel overland and by river to the Mayan ruins of Lamanai
  • Enjoy the sounds and sights of the awakening wilderness.
  • Explore Belize City, and board a chartered water taxi to Lighthouse Reef Atoll
  • Experience Snorkeling at the ‘Aquarium’ is a favorite guest activity

Themes

Cultural, Nature & Wildlife, 50 Plus, National Parks, High Adventure, Relaxing Retreats

What travelers are saying

"Our group had such an amazing time at Half Moon Caye Feb 4-10! So thankful to have had a wonderful trip before coronavirus shut things down. The guides were incredible and made the experience fun and educational. Ms Ann's cooking was excellent and she even let me help out in the kitchen one evening. There were a great variety of different activities, but I enjoyed snorkeling the most! Thanks for a great trip!"

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Costa Rica Extended
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5/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Sunset dinner at Playa Hermosa
  • Enjoy the beautiful beaches of Costa Rica
  • Explore local waterfalls and hot springs
  • Get hooked on some of the best coffee in the world
  • Uncover the mysteries of Costa Rican rainforest while hiking
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Themes

Cultural, Nature & Wildlife, 18 - 30's, Hiking & Walking, National Parks, High Adventure, Eco, Sustainable & Green Travel

What travelers are saying

"I had an amazing time on the Costa Rica starter trip. This was my first time traveling solo and U30X was a great way for me to safely see another part of the world and meet new people. Our trip leaders were Adrian and Delphine; they were very knowledgeable and fun. It felt more like we were just hanging out with our friends who happened to know a lot about the country rather than following around tour guides."

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Lighthouse Reef Adventure
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4.9/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Explore and stay on remote and renowned Lighthouse Reef Atoll
  • Spend four nights in a tent-walled cabana at our all-inclusive Adventure Basecamp on Half Moon Caye, a protected island managed by the Belize Audubon Society and home to 4000 red-footed boobies!
  • Snorkel ‘the Aquarium,’ as well as Jacques Cousteau’s legendary Blue Hole.
  • Stay overnight at Crooked Tree Wildlife Sanctuary, with early morning bird and wildlife viewing on a boat tour of the Crooked Tree lagoon.
  • Enjoy additional service of airport pickup, accommodation and dinner with your group on your ‘day 0’ plus accommodation in Belize City at the end of your trip

Themes

Nature & Wildlife, 50 Plus, National Parks, Rafting, Kayaking, Canoeing, Relaxing Retreats

What travelers are saying

"Our group had such an amazing time at Half Moon Caye Feb 4-10! So thankful to have had a wonderful trip before coronavirus shut things down. The guides were incredible and made the experience fun and educational. Ms Ann's cooking was excellent and she even let me help out in the kitchen one evening. There were a great variety of different activities, but I enjoyed snorkeling the most! Thanks for a great trip!"

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Paradise Islands
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4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Experience the only guided lodge to lodge paddling and snorkeling journey in Belize.
  • Visit small islands that see fewer visitors: Tobacco Caye, Southwater Caye and Billy Hawk Caye
  • Explore the uninhabited islands, coral reefs, mangroves and abundant marine life by sea kayak, kayak sail, snorkel or Stand Up Paddleboard.
  • Travel inland to the savannah of the Tropical Education Center; forest cabanas and interpretive trails
  • Enjoy an arranged nocturnal tour of the Belize Zoo – a great introduction to local ecology and wildlife.

Themes

Nature & Wildlife, Family Friendly, 50 Plus, Sailing, National Parks, Scuba Diving, Rafting, Kayaking, Canoeing, Relaxing Retreats, Eco, Sustainable & Green Travel

What travelers are saying

"Our group had such an amazing time at Half Moon Caye Feb 4-10! So thankful to have had a wonderful trip before coronavirus shut things down. The guides were incredible and made the experience fun and educational. Ms Ann's cooking was excellent and she even let me help out in the kitchen one evening. There were a great variety of different activities, but I enjoyed snorkeling the most! Thanks for a great trip!"

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Costa Rica: Family Volunteer Adventure
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3/5 Average
87 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Spend a morning helping out at a wildlife rescue center
  • Hike through the treetops of a cloud forest on hanging bridges
  • Experience life in a rural town, planting trees and savoring local cuisine
  • Rejuvenate in a natural hot springs at the base of a volcano
  • Traverse a coastal rainforest to uncover pristine beaches teeming with wildlife
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Themes

Nature & Wildlife, Family Friendly, Volunteering & Community Service

What travelers are saying

"Our trip started off with a lunch at Maya Gardens. We went to see the poultry in their pens while waiting for lunch, thinking it was a petting zoo. The poor birds did not have water or any indication that they ever had water. One of the turkeys was lying on it's side looking very sick. No one would give them water when I asked them to. The lunch was so awful I did not eat meat for the rest of the trip. I sent a video to Angela Bailey telling her this is not what we want to see when on a conservation trip and she acted like I was lying. Our guides were lazy and not caring about us. They took us to overpriced markets to get fleeced by the sellers there. At the anti-poaching farm tour, we had to walk over a bridge with wires on it, to keep wildlife in. One of our travelers, who was 65 years old, tripped over it and had to go to the hospital. No one warned her about the wires. Then, trying to get off the safari trucks, she was so very very sore and no guides helped her to get out of the truck. Completely appalling. The guides had very poor communication skills that worked for Discover Corps. I was forced to get vaccinated while in Kenya, because the laws changed while we were there. I asked if I could try to get out of the airport first and if I could not then get the vaccine. Discover Corps said "If you choose to do that, you are on your own". The conditions of medical in Kenya is not like the US and it was awful. The airport didn't even ask me for my vaccine card on the way out. DC could have worked with me on trying this first before forcing me to get this vaccine in a poor 3rd world country. Also, my vaccine card had the wrong date of birth and my name did not match what is on my passport. The doctor tried to get me to tip the nurse giving me the vaccine. The guides dropped us off curbside at the airport and left us there to navigate. I will NEVER use this company again. They did not have my back on anything that happened and Angela Bailey never contacted me to follow up about my experience after this trip was over."

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Walking In Costa Rica
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5/5 Excellent
8 reviews
Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Arenal Volcano, California, Guanacaste, San José

Highlights

  • Visit San Jose
  • Explore Arenal Volcano and Diamante Waterfall , La Fortuna Waterfall
  • Visit Nauyaca Waterfalls, Bagaces and Dominical
  • Discover Buena Vista Mountain and Turrialba Volcano

Themes

Nature & Wildlife, Hiking & Walking, National Parks

What travelers are saying

"CharlieTheTraveler’s itinerary is just perfect! They dedicate a lot of work to make your trip perfect. From choosing the most important activities to make them happen on time, is basically the option for any great trip. They help us during all the process with their personal concierges and travel agents, making this experience absolutely fabulous from the beginning until the day we were back home! We can highly recommend them!"

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Central America & the Caribbean History Trips & Packages Reviews

J

Jeff

Jul 2023

Written on

baez

Nice trip

A

Anonymous

Jan 2018

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...

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...

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...

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...

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