(32 Reviews)
100% Recommended

Jessica Gibson

Chicago, IL

Agent Specializing in Global and Luxury Travel

I have always had a passion for travel and seeing what this great big world has to offer. I've been to several countries around the world and I must say they were all equally beautiful. It is my mission to help people see the beauty of this amazing planet. Whether it's the majestic Rockies of Colorado or snorkeling The Great Barrier Reef of Down Under, I can plan it out for you. I specialize in luxury travel, that looks different for everyone. I can do luxury on a huge scale or a modest budget. From solo to group travel and even business corporate I have a master plan for all. I plan off beat and quirky trips as well from islands in the North Pole like Svalbard to remote floating villas in The Maldives....when you think of luxury...think of Jess G.

My Travel Specialties

All Inclusive Resort Specialist

I have traveled a great deal through the Caribbean and Mexico, and I have stayed at some great all inclusive resorts. If you know my traveling style, then you know that I do nothing short of luxury. When I say luxury I mean swim up bars, butler service, and VIP treatment from start to finish. My last...
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All Inclusive Resort

Caribbean Travel Agent Specialist

There are so many islands to choose from one might not know where to start. There is the rich music and food of Jamaica and the easy vibes of Nassau with their colorful rooftops and inviting people. Then you have St. Lucia, St. Thomas, Dominican Republic, and the list goes on. Whether you want to...
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Jamaica Villas

Destination Wedding/Honeymoon Travel Agent Expert

Congratulations!!! You have decided to take the leap and join together as one in this amazing life chapter with your life partner. There are so many things that go into planning a wedding and honeymoon that it can be nerve racking. Long gone are the days of huge weddings and all the hoopla of getting...
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wedding ceremony

Singles Travel Agent Specialist

I have been traveling solo since the summer of 2017, it was the scariest thing I had ever done. Yet, at the same time, the most liberating. When I decided at the age of 31, to throw caution to the wind and go half way across the world from Fargo, ND to Oslo, Norway with just a carry on/personal item,...
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Iceland Travel Agent Specialist

Iceland is known as The Land of Fire and Ice', I must say that it truly lives up to it's name. The landscape of this beautiful northern arctic island is second to none. It has voluminous volcanoes and glistening glaciers. This island is totally different from the Caribbean, and it has own...
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Ireland Travel Agent Specialist

Welcome to the  land of Emerald Isles!!! This country is amazing and has some of the friendliest folk you have met in your life. From the pubs in Dublin to the beautiful sites of Belfast, you've never seen a green like this before. From the rich Celtic culture to the Gaelic traditions you will be...
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The Emerald Isle

Scandinavian Travel Agent Specialist

There is a saying in Danish that really doesn't have an English translation, and that is hygge. It roughly translates to cozy. The Scandinavian culture is about simplicity and comfort. It's about lighting a candle and snuggling with a good book. They have long winters so it just makes sense to be...
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Kronborg Slot (Hamlet's Castle)

South Pacific Travel Agent Specialist

 Have you ever dreamt of lying on the beach of the amazing Hawaiian Islands or hanging ten in Australia? Look no further I have the trip itinerary for you. This vast amount of ocean and beautiful islands are the exact definition of self care and luxury, there is certainly something for everyone to...
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Bora Bora

France Travel Agent Planning Specialist

France is rich in culture and history. There is something about being in France that can make a person feel special. Whether they are shopping at Prada or Chanel or even just strolling through the French countryside there is something for everyone

Paris offers something for both the solo travelers...
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Eiffel Tower

Antartica Travel Agent Specialist

Do you want a truly once in a lifetime experience? Do you want to travel to a place where very few have dare yet to travel? Not many people can say that they took a voyage to the southern most continent, Antarctica. This little known beauty is going to be one of up and coming hip places to visit,...
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Ice glacier in Antarctica

Jamaica Travel Specialist

If fun and sun is what you desire, then Jamaica is the place for you. The 'Don't Worry, Be Happy' motto will serve you beautifully down here in paradise. This island has something for everyone, you won't be disappointed. If you newlyweds and want to get your romance underway, may I suggest Montego Bay...
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Negril, Jamaica

My Travel Albums

France at a Glance
Perfume made by me at the modiste
Danish Getaway
Hans Christian Andersen Experience

My Travel Stories

Once in a Dream

It was the summer of 2019. It was my 33rd birthday. It was the first birthday without my beloved great grandmother and great great aunt. They meant everything to me. So to go on this trip was literally a breath of fresh air. I had wanted to go to Paris since I was a kid. I don't know if it was the...Read more.

My Reviews

Honeymoon Down Under
The trip for my honeymoon was great. We planned a trip to New Zealand and Australia, Jess made it very easy, because she made sure we had everything we needed to make this the best. She even threw in an excursion for us to do as a small token gift. I thought that was very nice of her. The honeymoon came off with a hitch. Highly recommended.
By  Kammy  from  New York City, NY
Traveled to  Auckland ~ New Zealand ~ Australia & New Zealand
I would recommend this agent to my family and friends
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Family of Four in Wisconsin
Every trip Jess has booked for my family (4th and working on the 5th) has been great! She takes really good care of us and knows her stuff! She responds quick, checks on us while we are gone, and ensures we have the best time!
By  Ximena   from  Kansas City, KS
Traveled to  Wisconsin ~ USA
I would recommend this agent to my family and friends
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Carnival Cruise Celebration
Jessica Gibson was very professional and thorough! Our Carnival Cruise to Jamaica, Cayman Islands and Cozumel was enjoyable for our girls trip.
By  Jasmine  from  Watertown, ME
Traveled to  Caribbean Sea ~ At Sea ~ At Sea
I would recommend this agent to my family and friends
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Fantastic Florida Trip
Jess was amazing! She booked the best resort with all of the things we were looking for and more, it exceeded our expectations! We can wait to book our next trip with her!
By  Aliyah   from  New York City, NY
Traveled to  Orlando ~ Florida ~ USA
I would recommend this agent to my family and friends
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Hawaii Reunion
Jessica was very informative, efficient and helpful for our huge reunion trip to Maui. We will be going back for our next reunion for sure. Thank you very much. She was recommended by a number of our friends.
By  Kayson   from  Greenville, MS
Traveled to  Maui Island ~ Hawaii ~ USA
I would recommend this agent to my family and friends
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Destination Expert:

  • Bahamas
  • Jamaica
  • France
  • Greece
  • Iceland
  • Ireland
  • Scandinavia
  • Antarctica
  • Caribbean
  • Europe
  • South Pacific
  • Norway
  • French Polynesia
  • Deception Island
  • Montego Bay
  • Paris
  • Reykjavik
  • Dublin
  • Mexico
  • Dominican Republic
  • Denmark
  • Fiji
  • Cape Horn
  • Negril
  • Ocho Rios
  • Nice
  • Westfjordlands
  • Galway
  • Sweden
  • Drake Passage
  • Versailles
  • Seydisfjordur
  • Cork
  • Asia
  • Australia & New Zealand
  • Virgin Islands
  • Finland
  • King George Island
  • Cannes
  • Vik
  • Blarney
  • Bora Bora
  • USA

Travel Specialist:

  • Adult Only
  • Adventure
  • All Inclusive
  • Architecture
  • Arts & Culture
  • Beach Vacations
  • Castles & Cathedrals
  • Destination Weddings
  • Singles
  • Animals & Wildlife
  • Bird Watching
  • Couples & Romance
  • Groups
  • Heritage
  • Honeymoons
  • Shopping
  • Skiing & Winter Sports
  • Escorted Tours
  • Expedition Cruises
  • Festival Tours
  • Golf
  • LGBT Honeymoons & Destination Weddings
  • Museums
  • Spa & Fitness
  • Bespoke Travel
  • Hiking & Backpacking
  • Luxury
  • Outdoor Activities & Sports
  • Water Sports
  • Bachelorette Parties & Girlfriend Getaways
  • Family Vacations
  • Nature
  • Private Travel
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