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Sherri Jackson 615-906-5207

Surprise trips anywhere in the United States designed especially for YOU!

Surprise trips anywhere in the United States designed especially for YOU!Surprise trips anywhere in the United States designed especially for YOU!Surprise trips anywhere in the United States designed especially for YOU!

Equal Opportunity travel planner. We will not discriminate against those who do not like surprises.

Contact Us

Sherri Jackson 615-906-5207

Surprise trips anywhere in the United States designed especially for YOU!

Surprise trips anywhere in the United States designed especially for YOU!Surprise trips anywhere in the United States designed especially for YOU!Surprise trips anywhere in the United States designed especially for YOU!

Equal Opportunity travel planner. We will not discriminate against those who do not like surprises.

Contact Us

About Me

My Background

I am a former career banker, turned office manager/comptroller of a manufacturing company in Nashville, TN with a fierce love of travel. I love to travel anywhere, anytime for any reason. I enjoy the planning part almost as much as the actual travel part.  Every detail, every off the beaten path activity and every sight seeing thing! I have two young adult kids who are the loves of my life. I have enjoyed traveling with them and seeing them both find cities with which they feel an instant connection. Mine is New York City, and theirs are Chicago and Atlanta.  

How I Got Started

I remember going to Florida with my girlfriends in the 80s with $20 to my name!  Proof that I have always been ready to go anytime, anywhere.  Since then I have been fortunate enough to travel all over the US with both friends and family and sometimes I even have more than $20!  :) In 2010, one of my BFFs (Sharon) took me on a surprise trip to cheer me up. It was a blast! Since then, we take turns every other year planning a surprise for each other. My travel partners, besides my friends, are my 2 kids, my sister and lots of first cousins who also share my love for travel.  I am very thankful for it all.  

Top Destinations

I made a decision years ago to try and see as much of the US before venturing to other countries. So, for now, my travel passion is anywhere in the states with New York City being my favorite. I am quickly gaining a new love for the mountains, in particular, Utah and Colorado. I love that there's always something going on in bigger cities but also appreciate the need for some down time in slower, calmer places.

About Us

Everyone Likes Surprises No one Likes to Plan Them

Everyone Likes Surprises No one Likes to Plan Them

Everyone Likes Surprises No one Likes to Plan Them

Let me do ALL the scheduling 

and ALL the planning for you!  You simply fill out a questionnaire so I can get to know you better and leave the rest to me! 

The Suspense is Exhilarating

Everyone Likes Surprises No one Likes to Plan Them

Everyone Likes Surprises No one Likes to Plan Them

It's way more fun to pack for a surprise trip when you aren't exhausted from doing all the planning and prep work. All you have to do is show up with your luggage!  

Enjoy your Vacation

Everyone Likes Surprises No one Likes to Plan Them

Enjoy your Vacation

Whether a weekend getaway or a week long adventure, give me a budget and I'll make it happen! 

Announcement

Dream World Travel and Destination Unknown

Two travel agencies created uniquely for

those who love surprises

(and those who don't)


I am excited to announce the merger of DreamWorld Travel and Destination Unknown!

Nicole Backlin at DreamWorld has been Dickson's go-to travel planner for 20 plus years

But now, she's ready to retire and has given me the opportunity to merge with

DreamWorld. It's the perfect addition to Destination Unknown. Now we can officially be

your one-stop-shop for all things travel, surprise or not!


Sherri Jackson, owner

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