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

16 Central America & the Caribbean Luxury Culture Custom Private Tours & Packages trips. Tours from 6 tour companies. 72 reviews.

16 Trips match your criteria (1 - 16 shown)

Guatemala: See & Experience it ALL in 8 Days, 1st Class Custom Tours
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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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Belize: See & Experience it ALL in 10 Days, 1st Class Custom Tours
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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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Dominican Republic: See & Experience Almost it ALL in 6 Days, 1st Class Custom Tours
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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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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
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"

Trip dates & details
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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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Costa Rica Multi-Sport
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Private Guided
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Visit Espiritu Santo Coffee Plantation to learn all about growing, harvesting and marketing the rich coffee of Costa Rica.
  • Exploring and treating our bodies to the relaxing and invigorating powers of the Natural Hot Springs formed by the active, Arenal Volcano
  • Enjoy the most magnificent views of rain forest, the peaceful lake, and the majestic volcano Arenal's south face
  • Experience breathtaking view of the Gulf of Nicoya
  • An opportunity to learn about the Monteverde rain forest's magnificent ecosystem
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Themes

Cultural, Nature & Wildlife, National Parks, High Adventure, Singles Travel

What travelers are saying

"I've been on 13 trips with STI and I've had a great time and met a lot of wonderful people on all of them. What I really like is the STI process for encouraging togetherness which includes (1) members meeting the day before the trip to have drinks and dinner so that when you start the trip the next day you feel comfortable with the other members, (2) a Breakfast Club for members who want to meet for breakfast, (3) Happy Hours each night before dinner, (4) eating together each night, (5) Theme nights for members , and (6) separate excursions for members. Another good feature of STI trips is the concierge who makes arrangements and schedules activities and helps to resolve any problems that occur."

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Bequia Beach Hotel & Barbados & Grenada
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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.
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Themes

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

What travelers are saying

"Absolutely amazing two week trip to Mexico. Phoebe was very knowledgeable and helped us plan a fabulous itinerary. The hotels she'd recommended were perfect and in excellent locations. Our guides were helpful, friendly and spoke excellent English and when we contacted the Mexico office to squeeze in another excursion, they were responsive and immediately organised everything. All round brilliant customer service and Mexico was the most interesting and beautiful place to visit! Thank you!"

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

Central America & the Caribbean Luxury Culture 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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