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

28 Central America & the Caribbean Cultural Custom Private Tours & Packages trips. Tours from 7 tour companies. 29 reviews.

28 Trips match your criteria (1 - 20 shown)

Belize: See & Experience it ALL in 10 Days, 1st Class Custom Tours
Save this trip to your favorites or other list
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
Show more

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!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety

More
Classic Costa Rica
Save this trip to your favorites or other list
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.
Show more

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
Save this trip to your favorites or other list

Health Safety

More
Authentic  Costa Rican Jewels
Save this trip to your favorites or other list
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.
Show more

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
Save this trip to your favorites or other list

Health Safety

More
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
The Best of Costa Rica
Save this trip to your favorites or other list
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
Show more

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"

Trip dates & details
Save this trip to your favorites or other list

Health Safety

More
Costa Rica Multi-Sport
Save this trip to your favorites or other list
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
Show more

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."

Trip dates & details
Save this trip to your favorites or other list
More
Private stay at Harbour Beachfront Villa - Blue Belle
Save this trip to your favorites or other list
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Relax and unwind on a private island of white-powdered beaches and aqua-marine sea.
  • Take advantage of the fantastic water sports and enjoy the warm Caribbean waters.
  • Spend time with the extended family, or a group of friends in privacy.
  • Explore the crystal waters of the island on a snorkelling adventure.

Themes

Cultural, Nature & Wildlife, Sailing, Scuba Diving, Rafting, Kayaking, Canoeing

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!"

Trip dates & details
Save this trip to your favorites or other list
More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
Carlisle Bay break
Save this trip to your favorites or other list
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Secluded in the horseshoe shaped Carlisle Bay flanked by white sand, azure waters and tropical forests.
  • Suites are light and airy with modern colors and a hint of Caribbean flair.
  • East has a reputation of being one of the best Asian restaurants on Antigua.
  • CARA spa offers serene spa treatments using organic ingredients.
  • Hike through the forest, sail on a catamaran or scuba dive under the waves.

Themes

Cultural, Nature & Wildlife, Family Friendly, Scuba Diving, 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!"

Trip dates & details
Save this trip to your favorites or other list
More
Jamaica beach & rainforest escape
Save this trip to your favorites or other list
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

"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!"

Trip dates & details
Save this trip to your favorites or other list
More
Travelstride Gift Card
One card, thousands of extraordinary trips
Gifts Card
...
...

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

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

K

Karin Bonham

Feb 2023

Written on

Our tour with Charlie The Traveler was epic!

Our tour with Charlie The Traveler was epic! Every little detail was covered and our guides were amazing. My daughter and I had the best trip ever experiencing so ma...

J

Joanna Gillis

Feb 2023

Written on

The trip was great!

The trip was great! The guides were especially excellent!! Th...

L

Lucy A.

Feb 2023

Written on

I was impressed by how much CharlieTheTraveler included into this trip.

Although I could have spent all day in the nice hotel room that was booked, I was in my glory when I spent my day participating in all of the activities. I was impre...

M

Mark Bell

Feb 2023

Written on

The tour guide made us his number 1 priority, treating us like VIPs and ensuring we had fun.

The tour guide made us his number 1 priority, treating us like VIPs and ensuring we had fun. He was very punctual and made sure we covered all the important places t...

A

Anna B.

Feb 2023

Written on

Our tour guide was a safe driver as well as an intelligent and humble man.

I felt comfortable with the vans and boats used on this tour. Our tour guide was a safe driver as well as an intelligent and humble man. He was very helpful througho...

Write a Review

Always Find the Best

On Travelstride you can find 28 trips to Central America & the Caribbean Cultural Custom Private Tours & Packages and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

Top Tour Companies on Travelstride:
All 1,600+ companies >
Sign in to reveal savings up to $700 per person!