Central America & the Caribbean Luxury Custom Private Tours & Packages Tours & Trips

33 Central America & the Caribbean Luxury Custom Private Tours & Packages trips. Tours from 8 tour companies. 111 reviews.

33 Trips match your criteria (1 - 20 shown)

Guatemala: See & Experience it ALL in 8 Days, 1st Class Custom Tours
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By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • A Helicopter Ride Over Ancient Temples Found Deep in the Jungle
  • Watching an Active Volcano Erupt in the Middle of the Night (optional)
  • Hanging Out with Hippies in the Village of San Marcos
  • A Visit to the Country’s Biggest Indigenous Market
  • A Full-Day & Private Tour of Guatemala’s Showcase City, Colonial Antigua
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Themes

Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Costa Rica: See & Experience it ALL in 11 Days, 1st Class Custom Tours
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By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Canyoning in the “Lost Canyon”
  • Zip-Lining with Tropical Plants & Exotic Animals Below You
  • Sunset Catamaran Cruise with Appetizers & an Open Bar
  • Guided Walking Tour Along Hanging Bridges Deep in the Jungle
  • Hiking Around Massive Volcanoes
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Themes

Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Belize: See & Experience it ALL in 10 Days, 1st Class Custom Tours
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By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Great Blue Hole Flight-Seeing Tour (optional)
  • Swimming with Sharks & Sting Rays
  • Snorkeling in the World’s Second Largest Barrier Reef
  • Visiting Impressive Archaeological Sites
  • Coming in Contact with Black Howler Monkeys
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Themes

Cultural, Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $150 per person per day
Self-Guided / Independent Tour
Dominican Republic: See & Experience Almost it ALL in 6 Days, 1st Class Custom Tours
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By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Catamaran Rides to Unspoiled Islands
  • Open Bars on Speedboats & on Exotic Beaches
  • A Tour Guide & Driver in Colonial Santo Domingo
  • Visiting an Italianate-Looking Village
  • Lunch Buffets & Delicious Food
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Themes

Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Classic Costa Rica
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Private Guided
Why we love them
They create highly personalized trips across all needs from family travel to luxury, food, diving, adventures and more.
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Highlights

  • Coffee Plantation Tour: Learn about the coffee production process, from harvesting to roasting.
  • Poas Volcano: Admire the main crater and explore various ecosystems in the national park.
  • La Paz Waterfall Gardens: Walk trails to stunning waterfalls and visit the hummingbird gallery, serpentarium, bird house, butterfly garden, and frog exhibit.
  • Boat Tour: Enjoy a scenic boat ride on the Río Frío, spotting diverse wildlife such as birds, monkeys, sloths, and reptiles.
  • Return to Arenal: Relax back at Hotel Arenal Paraiso Resort & Spa.
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Themes

Cultural, Nature & Wildlife

What travelers are saying

"The brilliant excursions! Dear Richele! I am writing you with gratitude for organizing the brilliant excursions for our group of 16 people! They came back from Brazil very happy and really satisfied! So, many-many thanks to you and your wonderful team! Looking forward to our next cooperation) Kind Regards, Anna Zboranska Exotic Department TRAVEL PROFESSIONAL GROUP"

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Authentic  Costa Rican Jewels
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Private Guided
Why we love them
They create highly personalized trips across all needs from family travel to luxury, food, diving, adventures and more.
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Highlights

  • Sierpe River Boat Trip: Explore mangrove wetlands.
  • Arrival at Rancho Corcovado: Enjoy a complimentary cocktail before lunch.
  • Afternoon: Free time for nature trails and beach relaxation.
  • Sirena Ranger Station: 50-minute boat ride and wet landing; hike through remote rainforest terrain.
  • Wildlife Viewing: Opportunity to spot rare rainforest species in one of the most biologically intense places on earth.
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Themes

Cultural, Nature & Wildlife

What travelers are saying

"The brilliant excursions! Dear Richele! I am writing you with gratitude for organizing the brilliant excursions for our group of 16 people! They came back from Brazil very happy and really satisfied! So, many-many thanks to you and your wonderful team! Looking forward to our next cooperation) Kind Regards, Anna Zboranska Exotic Department TRAVEL PROFESSIONAL GROUP"

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The Best of Costa Rica
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Private Guided
Why we love them
They create highly personalized trips across all needs from family travel to luxury, food, diving, adventures and more.
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Doka Coffee Tour
  • Poas Volcano
  • La Paz Waterfall Gardens
  • Tortuguero National Park
  • Arenal Volcano
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Themes

Cultural, Nature & Wildlife, Photography

What travelers are saying

"The brilliant excursions! Dear Richele! I am writing you with gratitude for organizing the brilliant excursions for our group of 16 people! They came back from Brazil very happy and really satisfied! So, many-many thanks to you and your wonderful team! Looking forward to our next cooperation) Kind Regards, Anna Zboranska Exotic Department TRAVEL PROFESSIONAL GROUP"

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Costa Rica: Nature & Wildlife
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Private Guided
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Venture into the heart of Monteverde's world-famous cloud forest with a private guide.
  • Explore the birdwatcher's paradise of Curi-Cancha and the Macaw Recovery Network.
  • Enjoy an unforgettable elevated dining experience above the forest canopy.
  • Unwind at Punta Islita with expert spa pampering and a selection of nature-focused activities.
  • Stay at a curated collection of premier accommodations.

Themes

Nature & Wildlife, Safari

What travelers are saying

"Our experience with Kensington Tours, specifically Lily Baffour was amazing. The planning of the trip was impeccable, she recommended a good time frame to travel, put together an unforgettable itinerary, was extremely timely in answering all of our questions. The hotels, transportation, private tour guide, and lunch were all included the price. We stayed at the Kempinski Hotel which far exceed our expectations. Our tour guide Pius was exceptional, he was VERY knowledgeable about the Ghanaian history and culture due to him the tours were life changing. We went on this trip with lifelong friends and were so glad that we shared this trip of a lifetime with them. We will definitely use Lily and Kensington Tours for future travels."

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Best Central America & the Caribbean Luxury Custom Private Tours & Packages Tours by Duration

Central America & the Caribbean Luxury Custom Private Tours & Packages Reviews

T

Tom Walker

Feb 2023

Written on

CharlieTheTraveler balanced nature and culture in this Guatemala trip.

CharlieTheTraveler balanced nature and culture in this Guatemala trip. It was awesome to go on the exhilarating excursions. I could not believe all of this way for o...

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...

K

Kelly E.

Feb 2023

Written on

CharlieTheTraveler has all positive reviews online, which made it an easy choice to book my Guatemala trip through them.

CharlieTheTraveler has all positive reviews online, which made it an easy choice to book my Guatemala trip through them. They ensured I was safe throughout the trip ...

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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