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 (89 - 96 shown)

Friendly Whales & Ancient Paintings of Baja
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5/5 Excellent
31 reviews
Small Group Tour
Lodging level
Basic - 2 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Enjoy Loreto
  • Relax at our coastal campsite in San Ignacio
  • Visit the prehistoric cave paintings and rock art near Mulege
  • Visit Cueva de la Soledad

Themes

Nature & Wildlife, Family Friendly, Hiking & Walking, Birding, National Parks, Rafting, Kayaking, Canoeing

What travelers are saying

"When my partner and I went on a whale watching trip with Sea Kayak Adventures five years ago, we concluded that it was one of the best things we had ever done - especially the encounters with the grey whales in Magdalena Bay. I decided that I wanted an excuse to visit the whales again and I found this in a plan to go back with my family so that we could introduce them to my family and share their joy in this trip. As always, when organising such a treat, I was desperate that it would be as good a second time. I need not have worried, under the expert guidance of Monica (who amazingly had been a guide on our first trip) and Fabian our family group were wowed by whales that swam close, sky-hopped, breached and swam to our boat, rubbed against it, looked us in the eye mammal-to-mammal and then let us rub their skin. Wow oh wow! My niece even discovered that one whale had shared two of its sealice with her! Simply amazing and thanks to Monica and Fabian for sharing their knowledge, enthusiasm and expertise with us, and to Vicky for the excellent food."

Trip dates & details
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Mexico | Nature and Mayan Culture in the Yucatán Peninsula
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5/5 Excellent
3 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Visit such iconic Maya ruins as Chichén Itzá, Cobá, and Tulúm, as well as several lesser-known but equally impressive ruins.
  • Visit world-class protected areas, including Ría Lagartos Biosphere Reserve (known for its resident flamingo population and coastal crocodiles), and Sian Ka’an Biosphere Reserve on the Caribbean coast near Tulúm.
  • Watch for wildlife and tropical birds, including parrots, trogons, hummingbirds, and rarer birds like the Hook-billed and Gray-headed Kites, Hawk Eagle, and the magnificent King Vulture.
  • Visit a mangrove swamp estuary in Sian Ka’an Biosphere Reserve.
  • Stroll through the Dr. Alfredo Barrera Marín Botanical Garden, established to protect Quintana Roo’s regional flora and fauna.
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Themes

Nature & Wildlife, National Parks, High Adventure

What travelers are saying

"I have used Holbrook Travel multiple times for family private trips. They are wonderful. They are also responsible for the planning of several Road Scholar Trips, both intergenerational and adult, that I have attended. These trips are well planned and have great guides. I highly recommend them."

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Quito to Rio, Andes & Pampas
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5/5 Excellent
10 reviews
Group Tour
Lodging level
Camping
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Ecuador - 3-night Jungle Trip - includes accommodation and meals (op activities extra)
  • Peru - Chan Chan Ruins - entrance and guided tour, Inca Trail trek to Machu Picchu - 4 days trek, meals & guide, Entrance to Machu Picchu with guide, Lake Titicaca boat to homestay
  • Bolivia - Andes mountain range, Llama, Alpaca and Vicuna, Altiplano
  • Argentina - Buenos Aires- 4 nights, Iguazu Falls
  • Brazil – night in Rio

Themes

Cultural, Nature & Wildlife, National Parks, Overland Journeys

What travelers are saying

"Who said you can not enjoy a long Overland Safari? I had a wonderful time during the 7 month Trans Africa. Part of the West cost of Africa was a challenge which I will remember for a long time. The scenery and wildlife from Namibia onwards was breathtaking. The younger generation on the truck gave me the challenge to do things I always was to scared to do in my live. I did tandem skydiving, quad bike riding in the sand dunes, white water rafting on the Zambezi river, bungy jumping of the Victoria Bridge and the micro light flight over the Victoria Falls. Our driver Brian was excellent and a good mate. All in all I can recommend the tour to people who like something more exciting than a standard organised tour. A truly memorable experience of a lifetime."

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9 nights Tampa & Western Caribbean Cruise
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5/5 Excellent
2 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Enjoy the Cruise Norwegian Star
  • Explore Florida’s top attractions
  • Discover ancient civilizations in Tampa

Themes

Cultural, Nature & Wildlife, National Parks, Small Ship Cruise

What travelers are saying

"Sarah Potter has been great helping me with multiple itineraries and customer customization. She has been very patient with their changes and questions. Highly recommend them for your South Pacific vacation package needs.-Lisa"

Trip dates & details
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Essential Costa Rica Tour
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5/5 Excellent
18 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Explore Guanacaste and enjoy all the eco–diversity Costa Rica
  • Visit to The Hacienda Guachipelin for a fully loaded adventure day tour
  • Discover Monteverde Cloud Forest, The places you must visit in the world
  • Discover the village of Monteverde
  • Visit to Palo Verde National Park is your

Themes

Nature & Wildlife, National Parks, High Adventure

What travelers are saying

"Absolutely loved our tour. We did the Jewels of Costa Rica and had a great time! Our guide Albert and photographer Antoinette treated us like family. They were so friendly and knowledgeable, and seemed to really love sharing their country with us. We bought the tour through Groupon after a lot of research on tripadvisor, and couldn't have been happier!"

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Handpicked Guatemala
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5/5 Excellent
1 reviews
Group Tour
Lodging level
Basic - 2 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Explore fascinating city of Antigua, the old capital of Guatemala.
  • Opportunity to visit the archaeological site of La Democracia
  • Visit Lake Atitlan, where highland villagers can be seen in traditional clothing
  • In Quetzaltenango you will see the market of San Francisco El Alto and the Almolonga Valley

Themes

Cultural

What travelers are saying

"Have just returned from an incredible time travelling in South Africa with Adventure World. The itinerary they suggested as a first time visitor was perfect and all our tours/transfers worked like clockwork. Absolutely loved Cape Town and the winelands but the highlight of the trip was definitely Kruger National Park – stunning lodges and safari was just magic! Can’t wait to go back…"

Trip dates & details
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Luxury Belize Family Vacation
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5/5 Excellent
5 reviews
Vacation / Holiday Package
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Innertubing through an expansive limestone caves
  • Canoeing in Barton Creek Cave
  • Snorkeling on the Belize Barrier Reef
  • Tamale making lesson with local family
  • Ziplining
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Themes

Family Friendly, High Adventure, Scuba Diving

What travelers are saying

"I’ve had two great adventures with this company. Both journeys offered a combo of moderate off the beaten path and times for luxury. Guides are highly knowledgeable and they offered us opportunity to go deep into history. I really appreciated some rugged moments. The South Africa trip was life changing for many reasons. They are great communicators and want to make sure you get answers and interests met. Both trips had very good hotels and food. Please try them if you travel to learn and participate in new cultures."

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Christmas Week at Trinidad's AWNC
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Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Visit Asa Wright Nature Centre
  • Have a chance to see Forty Species such species as Guianan Trogon, Channel-billed Toucan, Chestnut Woodpecker, White-bearded Manakin, Rufousbrowed Peppershrike, and Turquoise and Bay-headed Tanagers.
  • Explore an adjacent and very peaceful valley of Trinidad’s Northern Range
  • Celebrate Christmas Eve by seeing vivid show of rich magenta
  • Experience Birding Tour to Nariva Swamp and Trinidad’s East Coast

Themes

Nature & Wildlife, Birding, National Parks, Festivals & Special Events, Transformative

Trip dates & details
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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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