Scott Caddow

ScottPicI’m a traveler first.  I’m one of the lucky ones where my passion became a job and then a career that has allowed me to travel the world.  I will always be a traveler, but now I have the pleasure of consulting with clients to make their dreams, celebrations and aspirations become reality.

I’m also a wanderer, student of life, nomad and aspiring photographer!  All of these passions and interests allow me to see the world in a different light and share them with my clients and friends.

I am blessed to work with people who are chasing a dream or looking to experience something personal. Whether it is traveling to Myanmar and Cambodia on an art exploration trip, a mother and granddaughter traveling to Paris to fulfill a special promise or a family traveling to visit ancestral homelands - it is truly an honor that I am able to be a small part of making the journey a life long memory.

Travel inspires, educates and changes people forever.

Contact Scott

thumbnail US TRAVELSPECIALISTS 2021 SEAL TEMPLATE OUTLINECondé Nast Traveler - 2022 Top Travel Specialist - Costa Rica & Belize.
Just Announced!  March 23, 2021 - Scott Caddow & Legendary World have been selected to the prestigious Travel Specialist List by Condé Nast Traveler!  More details and information soon, I am currently traveling in Costa Rica exploring some new lodges and experiences for our clients.


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Costa Rica Specialist. 
Scott has recently been selected to join an exclusive group of Travel Advisors that have shown exceptional knowledge, experience, and, connections in certain destinations.  Scott has long traveled to, and loved the beautiful and wild country of Costa Rica, and will be happy to be your guide to this amazing destination!
We have created a new website specifically related to Costa Rica information and travel.  Learn a little bit more about the regions, sample itineraries, lodges, and activities.  We look forward to working with you to experience the Magic of Costa Rica.  Pura Vida!



Related items

  • Explora ShipHosted by Scott Caddow on Star Legend
    Offer ID: 1531752
    Mar. 26 to Apr. 3, 2025
    Venice to Athens

    Book Early to get the following amenities complimentary:
    Beverage Package
    $100 Shipboard Credit



    We are going back to Croatia!  About 5 years ago I spent 10 days touring Croatia by car and fell in love with the country.  Friendly people, amazing scenery, and lots of water & beautiful islands.  This time we are going back on the Motor Yacht Star Legend carrying only 300 guests.

    A highlight of this trip will be sailing through the Corinth Canal - something only the smallest vessels in the world can accomplish.


  • Explora ShipHosted by Scott Caddow on Oceania Cruises
    Offer ID: 1514894
    Sept. 16 to 30, 2025
    Lisbon to New York


    Pre-Paid Gratuities
    Upgraded Beverage Package

    This is a great opportunity to sail on the new Oceania Allura, as well as visit some off-the-beaten-path islands in the Atlantic.   We start in Lisbon and head to Madeira, Portugal, and Ponta Delgado, Azores.  Both of these have been on my list and this is such a great way to visit these remote spots.

    Then we are off to North America and a beautiful few days enjoying the Fall Colors in Canada and ending in New York City!  The perfect ending and you can even extend a few days and take in some shows and the city lights.


  • Explora ShipHosted by Scott Caddow on Explora II
    Offer ID: 1514597
    Oct. 6 to 16, 2024
    Roundtrip Barcelona

    EXCLUSIVE AMENITIES:  $250.00 Shipboard Credit per Couple.


    I am excited about visiting some of these "new to me" places and sharing this adventure with friends and clients.  This beautiful new ship will take us to some amazing cities, some historic places, and just plain fun spots!

    I will be putting together a 4-night pre-cruise land trip to Madrid for those that want a deeper experience in Spain while we are in the region.


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