Private trips

Stress-free bucket list experiences curated by our team of travel experts!

Plan my trip


Travel experiences personalized for your dates & budget!

  • Safety first solo travel
  • Honeymoons/Couples getaways
  • Family vacays
  • Workshops & retreats
  • Special occasions
  • Customized group trips
Plan my trip

How it works

1. Describe your dream trip

Tell us about your perfect vacation! Destinations, your travel preferences, and what you would like to see and do. You can also hop on a call with our team to discuss options for your upcoming getaway.

2. Leave the planning to us

We begin our research, planning and preparation to curate an experience that is completely customized to your unique tastes. Your feedback ensures we are on the right track and we promise to tweak until it’s perfect. After you confirm, we make all of the reservations to ensure a seamless trip.

3. Pack your bags!

Enjoy the bespoke vacation we’ve created just for you. Our team and our local partners are available to you for the entire duration of your travel. You’ll get the trip of your dreams with none of the hassle!

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Zanzibar 2021


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Costa Rica



Pictures and testimonials from past trips

Wondering what it’s like to trip with us? Here you can see the photoshoots from our past trips with testimonials and videos

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Ready for a vacay? Here are some of our latest travel deals

Our getaway specials feature some of our most trending travel destinations! We have partnered with some incredible local experts, luxury hotels and small businesses in each destination, to curate your next adventure.

Select the destination of your choice, pick your dates and get ready for your next trip! Of course, we can always make adjustments to any of the packages listed below based on your request.

Adventure, Culture, Luxe Living


Turkey is one of the world's top ten travel destinations, welcoming more than 35 million visitors every year. This scenic and culturally rich country has so much to offer, we had to include it as one of our getaway specials. It is home to fairy chimneys and hot air balloons, Roman history, incredible Turkish cuisine, a world wonder and 16 UNESCO World Heritage sites!

Get for luxe living, Turkish culture, adventure, relaxation and jaw dropping once in a lifetime experiences.

Contact manager:

Total price from: $2600

Culture, Luxe Living


Cabo San Lucas is known for its white beaches, clear waters and spectacular arching stone cliffs at Land's End! In this Mexican paradise you’ll find an abundance of incredible bars, restaurants, and cafes. Fill your days with fun adventure activities or simply bliss out by the beach.Whether you’re seeking solace in the sunshine or a week of activities and adventure, Cabo’s got you covered!  

Contact manager:

Total price from: $2000

Adventure, Culture


Jamaica presents a magnificent palette of experiences, a kaleidoscope of colors and sounds that make the island one of the most precious highlights of the Caribbean. A land of unique culture, music, engaging activities, breathtaking landscapes, and warm, welcoming people. This particular experience is all inclusive, from the moment you land in Jamaica until you leave we have got you covered with the best selection of adventurous and relaxing activities on the island.

Contact manager:

Total price from: $1950

Islands, Luxe Living


This luxe Greek vacay starts and ends in Athens but of course we had to add the iconic island of Santorini and Mykonos into the mix! Embark on a tour through the Aegean Sea, Indulge in island hopping, Greek culture, and take the time to uncover some of the best historical Greek ruins, gorgeous beaches and outstanding scenery.

The ancient city of Athens is a vibrant megalopolis with non-stop nightlife, creative cuisine, and sites both ancient and modern. In Santorini and Mykonos, enjoy breathe-taking sunsets, the black and red beaches, and the stunning white towns.

Contact manager:

Total price from: $3200

Adventure, Culture, Islands, Luxe Living


Our Bali getaway deal is all about combining the best the island has to offer from cultural experiences to relaxation and adventure.

We employ several Balinese locals who have worked extensively with us on group trips and have handled hundreds of our previous Chidi Ashley Travels clients so you will always be in good hands. While you are in Bali you will have our on ground personal assistant available and at your disposal to ensure you have a great experience. Select your daily activities from a wide range of personalized experiences on the island.

Contact manager:

Total price from: $1250

Adventure, Culture

Cartagena, Colombia

Cartagena de Indias is the undisputedly one of the most beautiful cities of the Caribbean coast.

Explore the cobblestone streets of Cartagena, soak up the sun at some of the best nearby islands, meet the locals who make the city ever so vibrant, dance, dance and dance some more, learn about Cartagena's rich history and of course visit some incredible bucket list sites.

Contact manager:

Total price from: $1500

Culture, Islands, Luxe Living


Habari! Ready for the perfect Tanzanian beach getaway?

There is a reason why Zanzibar is commonly referred to as the Jewel of Africa! From white sand beaches to fascinating cultures, historical villages, incredible local cuisines and so much more, the Zanzibar Archipelago is truly for the luxe traveler looking to explore Africa beyond the safaris.

We are shifting perspectives on this tropical escape to east Africa - showing you that there is more to Africa beyond the safaris!

Contact manager:

Total price from: $2650



Egypt conjures images of Pharaohs and Kings, Sphinxes and Pyramids. The nation is a vast, arid desert at the top of Northern Africa, populated mostly around the life-giving Nile River that bisects it. You'll feel Egypt’s history in the labyrinthine street markets of Cairo and the towering minarets of its Mosques. And of course, Giza, where ancient Egyptians built their famed pyramid tombs to inter their monarchs for eternity.

Contact manager:

Total price from: $1650

Adventure, Culture

Costa Rica

This Costa Rican experience is all about highlighting the adventurous activities, gorgeous beaches, wildlife, delicious food, and incredible culture that makes up this one of a kind South American country.

We have curated a trip which incorporates the diverse parts of Costa Rica from the city of San Jose to the renowned beaches of Manuel Antonio and the world famous Arenal Volcano.

This is one of our more active trips but of course we have a range of slower paced activities that you can add into your itinerary. 

Contact manager:

Total price from: $1700


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Frequently asked questions

Find answers on your questions

We're super flexible! Simply email at least 60 days prior to the departure date for the tour on which you are currently signed up, and we'll help you switch trips completely free of charge. Any payments you previously made will roll over to your new trip.

You are responsible for booking your own flights but we do provide assistance with finding the right flight. We have our own personal travel agent you can work with to help you sort out your flight details. For flight assistance, please send an email to

We’ve got you covered by ensuring all of the money you pay towards your trip is protected in the event that your trip is cancelled due to the coronavirus or related events. We provide free and flexible trip transfers as well as a variety of refund options.
Come solo or bring a friend - its completely up to you! Our group trips are specifically designed to connect travelers together so that you no longer have to wait on friends to travel. We typically find that at-least 80% of the group attends solo.
After submitting your Plan My Trip form, our team will get back to your within a maximum 4-5 days with a customized itinerary and package. (Although we usually respond earlier than that). If there are any delays we will give you a call or send you an email update and of course, you can always get in touch with us by emailing
Get started with your private trip by filling out our Plan My Trip form. After signing and submitting the form we will follow up with a sample itinerary and package based on your dates, budget and destination of choice. 
We are a team of very friendly people and as you sign the form, it can help us decide on the Private Experience Manager to assign to you. You can generally talk to us anytime but to plan your trip accurately, we have agents designated for each destination therefore you will be assigned to an agent who is well versed in the destination you select.
If you need assistance with just about anything, please send us a message or schedule a call here - We're always happy to help! :)

You can travel whenever you choose! Just find the flight and the time of the year that works for you and we will make it happen. You can change your dates up until your accommodations have been confirmed as booked. After this any changes may incur a fee.

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