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Our Trips

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Tailor – Made Experiences

We specialize in arranging private, highly personalized tours in all destinations. All of our tours are tailor-made based on individual requirements. We do not offer any ‘one-size-fits-all’ tours and we never mix groups during holidays.

The fastest way to start planning your next holiday is to contact us. We will get back to you with suggestions right away. Whether you already have some ideas in mind, or starting completely from scratch – we will work with you until you are 100% satisfied with your tour. Below are some example itineraries that can all be customized to suit your travel style.

Thailand & Maldives

Ready To Start Planning Your Trip?

Get In Touch To Start Planning Your Tailor-Made Trip

Connect with Our Expert Travel Specialists

Our team of local travel specialists is ready to turn your travel dreams into reality. Whether you're seeking a relaxing beach getaway, an adventurous expedition, or a cultural exploration, we have the expertise to craft a personalized itinerary just for you

Lenny Lednev

CEO & Travel Specialist

Brandon Merry

Travel Specialist

Client’s Love

TripAdvisor Reviews

star rating  Wow, what a trip! What an adventure! We cannot say enough good things about Expat Holidays, Lenny and his team. From the very start of our travels, Vanda... read more

Susan V
April 20, 2023

star rating  MUST DO ACTIVITY!!!!!!!!!!! - Lenny and the team at Expat Holidays planned us a literal dream come true vacation. We chose to use them for our honeymoon and we cannot recommend them enough! From... read more

Ashley L
April 13, 2023

star rating  Wonderful, well planned vacation - I worked with Lenny at Expat Holidays Thailand for about a year before traveling to Thailand. Four adults and three kids <10years (5, 8 & 8) traveled to Bangkok, Cheow... read more

anblaa
March 21, 2023

star rating  The perfect honeymoon - We can’t say enough great things about our Thailand trip planned by Expat Holiday, Lenny & the rest of the team.

From the start we worked with Lenny to... read more

Ashley F
March 17, 2023

star rating  Best Travel Experience I Have Ever Had - This review really won't do Lenny and the team justice, because there are no words that could explain the amount of ease, fun, relaxation and peace of mind this trip... read more

shessoblunt
March 16, 2023

star rating  Amazing Southeast Asia trip - Our 24 day Southest Asia trip was fantastic. Lenny and his Expat Holidays Thailand team planned our trip and it went off like clockwork. As two couples traveling together, we... read more

N9663TYmichaelm
February 21, 2023

star rating  In the preliminary stages of planning a trip to Thailand as a graduation gift for my son and I, I read a review that said something like, "If you are... read more

K2238VTkimf
February 19, 2023

star rating  An excellent guide for a personalised tour - Having Ms Luck as our personal guide to visit our selected sights made it a very special and memorable day. We learned so much about the places form the... read more

JohnF47
February 18, 2023

star rating  Trip of a Lifetime - As a former international adventure guide, I feel uniquely qualified to share my experience as a client of Expat Holidays Thailand.

My wife and I contacted Lenny of Expat... read more

Tommy T
February 13, 2023
  • star rating  In the preliminary stages of planning a trip to Thailand as a graduation gift for my son and I, I read a review that said something like, "If you are... read more

    K2238VTkimf
    February 19, 2023

    star rating  THE PERFECT THAILAND ITINERARY - Lengthy review coming...Where do I even begin?!

    First off, I must say my husband planned this trip to Thailand as a graduation gift. We have NEVER used a travel... read more

    Eliana V
    January 30, 2023
  • star rating  Amazing Southeast Asia trip - Our 24 day Southest Asia trip was fantastic. Lenny and his Expat Holidays Thailand team planned our trip and it went off like clockwork. As two couples traveling together, we... read more

    N9663TYmichaelm
    February 21, 2023

    star rating  Trip of a Lifetime - As a former international adventure guide, I feel uniquely qualified to share my experience as a client of Expat Holidays Thailand.

    My wife and I contacted Lenny of Expat... read more

    Tommy T
    February 13, 2023
  • star rating  Wow, what a trip! What an adventure! We cannot say enough good things about Expat Holidays, Lenny and his team. From the very start of our travels, Vanda... read more

    Susan V
    April 20, 2023

    star rating  Wonderful, well planned vacation - I worked with Lenny at Expat Holidays Thailand for about a year before traveling to Thailand. Four adults and three kids <10years (5, 8 & 8) traveled to Bangkok, Cheow... read more

    anblaa
    March 21, 2023
  • star rating  Thailand Honeymoon - Expat Holiday had planned our honeymoon in Thailand. We travelled to Bangkok, Chiang Mai and Phuket. We had explore the country for 12 days and 11 nights

    Words... read more

    715diannek
    February 5, 2023

    star rating  MUST DO ACTIVITY!!!!!!!!!!! - Lenny and the team at Expat Holidays planned us a literal dream come true vacation. We chose to use them for our honeymoon and we cannot recommend them enough! From... read more

    Ashley L
    April 13, 2023
  • star rating  INCREDIBLE & AMAZING - The expat team was amazing!!! The trip that was put together for us words can’t describe, from the time we got off the plane and being met by a guide,... read more

    SherryW1133
    January 27, 2023

    star rating  The perfect honeymoon - We can’t say enough great things about our Thailand trip planned by Expat Holiday, Lenny & the rest of the team.

    From the start we worked with Lenny to... read more

    Ashley F
    March 17, 2023