Matthew Schaffer, Travel Agent in Chicago, IL

Matthew Schaffer

Chicago, IL Travel Agent
Super Agent

Matthew Schaffer

Chicago, IL · 7 Years of Experience

A full-service Travel Leaders Associate Agency
5.0
(47)
100% Recommended
Matthew was fantastic! He planned a last minute trip to the Grand Canyon for me and my boys age 11 and 13. He... Read More >
About
My Travel Specialties
Reviews
Certificates & Awards
My Places
Travel Stories & Media

Areas of expertise

Destinations:

Aruba, Jamaica, St. Lucia, Turks and Caicos Islands, Paradise Island

Interests:

Adventure, All Inclusive, Business Travel, Casinos & Gambling, Destination Weddings

About Me

US, Mexico and Caribbean Travel Agent Specialist

Travel is my passion in life. Every place I have traveled to has not only been a life altering experience, but has also given me amazing moments to cherish and share with family and friends forever. I have found that there is nothing better than a perfectly planned trip, with no worries or inconveniences to distract me from having the best time of my life. That is the reason I am here for you, to help create those perfect moments to last a lifetime. From short trips to Vegas or Chicago, to longer getaways to Mexico or the Caribbean, nothing beats a great vacation, and I look forward to helping you plan that adventure out.
Additional Languages
Spanish

My Travel Specialties

Cabo San Lucas Travel Agent Specialist

Cabo San Lucas Travel Agent Specialist
There can be no doubt that Cabo San Lucas is a must visit destination in Mexico.  After all, Cabo is the place famous French explorer, Jacques-Yves Cousteau, called the “Aquarium of the World”.  No matter how many times I visit Cabo, I am always blown away by its beauty, and I every time I find s...Read More ▶

Cancun Travel Agent Specialist

Cancun Travel Agent Specialist
It’s hard to find another Mexico destination that can rival Cancun, with the stunning beaches, endless outdoor activity choices, cuisine to die for and of course the vibrant nightlife.  Whenever I think of my many trips to Mexico, Cancun always brings back amazing memories, and I hope everyone ge...Read More ▶

Puerto Vallarta Travel Agent Specialist

Puerto Vallarta  Travel Agent Specialist
While every trip I have taken to Mexico has been special, Puerto Vallarta is definitely in the top 5 of my must visit getaways.  Whether I was taking a family vacation there, or a more private siesta, Puerto Vallarta always proved to be one of the best times of my life. Puerto Vallarta is ...Read More ▶

Las Vegas Travel Agent Specialist

Las Vegas Travel Agent Specialist
As a Las Vegas travel agent advisor, I can tell you that no city buzzes 24 hours like Vegas. About 40 million people stream into the city annually. Many tourists spend time on the Strip, or the legendary 4-mile road that is also known as Las Vegas Boulevard. The street is home to characterful cas...Read More ▶

Sedona Travel Agent Specialist

Sedona Travel Agent Specialist
During the 10 years I lived in Arizona I visited some amazingly beautiful sites, but to this day, my favorite destination, hands down, is Sedona.  From the majestic red rocks, to picturesque nature trails or the Tlaquepaque Arts and Crafts Village, Sedona has something for every type of visitor.<...Read More ▶

Grand Canyon Travel Agent Expert

Grand Canyon Travel Agent Expert
I love representing the Grand Canyon as a travel agent professional. You won't find any natural attraction on earth like this deep ravine. People remember the experience all of their lives. I believe the Grand Canyon truly embodies the West with its panoramic views and dusty canyon paths. While e...Read More ▶

Destination Wedding Travel Agent Specialist

Destination Wedding Travel Agent Specialist
There are few occasions more important in life than your wedding.  This applies not only for the bride and groom, but also for friends and family.  In my mind, there is no better way to celebrate this occasion than with a destination wedding.  I know for myself, my destination wedding was possibl...Read More ▶

Dominican Republic Travel Agent Specialist

Dominican Republic Travel Agent Specialist
As a Dominican Republic Travel Specialist, I am passionate about creating unforgettable travel experiences in this vibrant Caribbean paradise. With its stunning beaches, lively culture, lush landscapes, and luxurious resorts, the Dominican Republic is the perfect destination for all kinds of trav...Read More ▶

Jamaica Travel Agent Specialist

Jamaica Travel Agent Specialist
Whenever I hear a Bob Marley tune streaming in my ears, my mind instantly goes that that magical place, Jamaica!!!  The birthplace of reggae and jerk, the Rastafari movement and some of the best beaches in the Caribbean, it’s no wonder to many, Jamaica is the heart of the Caribbean. More t...Read More ▶

Bahamas Travel Agent Specialist

Bahamas Travel Agent Specialist
As a Bahamas Travel Specialist, I am dedicated to crafting unforgettable experiences in one of the world’s most stunning tropical paradises. With over 700 islands and cays, the Bahamas offers endless opportunities for adventure, romance, and relaxation. Whether you're dreaming of a honeymoon in a...Read More ▶

Caribbean Travel Agent Specialist

Caribbean Travel Agent Specialist
As a Caribbean Travel Specialist, I am passionate about creating the ultimate tropical experiences across the stunning islands of the Caribbean. With crystal-clear turquoise waters, white sandy beaches, rich cultural traditions, and endless opportunities for adventure, the Caribbean is a dream de...Read More ▶

Honeymoon Travel Agent Specialist

Honeymoon Travel Agent Specialist
As a dedicated Honeymoon Travel Specialist, I understand that your honeymoon is more than just a vacation, it's the beginning of a beautiful journey as a married couple. With years of experience in planning unforgettable and personalized honeymoon experiences, I’m passionate about helping newlywe...Read More ▶

Saint Lucia Travel Agent Specialist

Saint Lucia Travel Agent Specialist
As a Saint Lucia Travel Specialist, I am passionate about creating unforgettable experiences in one of the most beautiful and romantic destinations in the Caribbean. Known for its breathtaking natural beauty, from the iconic Pitons to the lush rainforests and pristine beaches, Saint Lucia offers ...Read More ▶

Maui Travel Agent Specialist

Maui Travel Agent Specialist
Maui is by far my favorite destination in the Hawaiian Islands.  If you are a beach paradise lover like me, you just can’t ask for a better place for a romantic getaway, group travel or a family vacation.  With my help, I will make your trip to Maui an unforgettable experience that lasts forever....Read More ▶

Kiawah Island Travel Agent Specialist

Kiawah Island Travel Agent Specialist
There is just something about Kiawah Island that is above and beyond other U.S. coastal islands. I personally believe it is the most stunning island in South Carolina, and quite possibly in the entire U.S.  I might be a bit biased, since I am a golf and tennis lover, and Kiawah is at the always r...Read More ▶

Zihuatanejo Travel Agent Specialist

Zihuatanejo Travel Agent Specialist
The first time I ever heard of Zihuatanejo was when Stephen King sent his escaped convict Andy Dufresne there in “The Shawshank Redemption.”  At the time I actually thought the place was made-up, but luckily later in life I got a chance to see why this paradise was used as the ultimate getaway.Read More ▶

Chicago Travel Agent Specialist

Chicago Travel Agent Specialist
Having lived in Chicago for many years of my life I know the ins and outs of the city, whether you are looking for an amazing weekend or a business trip, I promise you your visit will be perfect with my services at your disposal.  When you think of the most central locations in the US to m...Read More ▶

Hilton Head Travel Agent Expert

Hilton Head Travel Agent Expert
One of the most beautiful destinations in South Carolina, Hilton Head Island, is very special to me. Growing-up my family took a vacation to South Carolina at least once a year.  This is where I learned to golf as a child, and fell in love with the amazing southern hospitality of every local I me...Read More ▶

Arizona Travel Agent Specialist

Arizona Travel Agent Specialist
When it comes to great U.S. destination states, Arizona will always have a special place in my heart.  This may be because I had an amazing destination wedding in the mountains of Tucson, or maybe because I went to the University of Arizona, and every time I visit Tucson, I feel young again.  I r...Read More ▶

REVIEWS

Rating: 5.0
47 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 47 reviews

Last minute Grand Canyon adventure
Reviewed By Heather - West Chester, PA | Traveled to Grand Canyon ~ Arizona ~ USA
Matthew was fantastic! He planned a last minute trip to the Grand Canyon for me and my boys age 11 and 13. He was so helpful and knowledgeable and made great suggestions with my boys in mind. He was a pleasure to work with and very communicative throughout the process. We are going to plan another trip to the area and will definitely use Matthew again. I would highly recommend his services!
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Good Times
Reviewed By Chelsea - Los Angeles, CA | Traveled to Cabo San Lucas ~ Baja California Sur ~ Mexico
Matt made my trip to Cabo the best! My friends and I had so much fun doing all the activites Matt set up for us. Can't wait for the next one.
I would recommend this agent to my family and friends.
5 of 7 people found this review helpful. Was this review helpful to you?YES|NO
Viva Las Vegas!!!
Reviewed By Kyle - Chicago,Il | Traveled to Las Vegas ~ Nevada ~ USA
I have always wanted to go to Vegas but wasn't sure how to make it great. Matt listened to every request I had and made every idea come true. I have never had such a great time in my life! I can't wait to travel with Matt's help again.
I would recommend this agent to my family and friends.
6 of 9 people found this review helpful. Was this review helpful to you?YES|NO
Awesome!!!!!
Reviewed By Debbie - Chicago, IL | Traveled to Jamaica ~ Caribbean
Matt was always available for me no matter when I contacted him. He was able to find the perfect places and activities for all of my requests. I'll be using his services for a long time to come.
I would recommend this agent to my family and friends.
3 of 4 people found this review helpful. Was this review helpful to you?YES|NO
Hole in one!!!
Reviewed By Mark - Chicago,Il | Traveled to Kiawah Island ~ South Carolina ~ USA
Matt was so great to work with! I love golfing, but I knew nothing about Kiawah Island. Matt gave me the best golfing trip of my life. I can't wait to take another trip with his help.
I would recommend this agent to my family and friends.
5 of 8 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
The Book with Confidence logo tells you that this Travel Advisor has direct access to comprehensive resources for safe and healthy travel, available at their discretion for sharing with clients.  This includes vetting the details on the health and safety protocols implemented by each travel provider in order to recommend the ideal itinerary for each client’s unique needs.

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Photo Albums and Videos

Cabo San Lucas
View Album

    My Travel Stories

    Puerto Vallarta

    Mexico as Good as Hawaii?

    One of the most relaxing vacations I ever took was to Hawaii.  You can't beat waking up every day looking out at the ocean.  My days were filled with enjoying the swim up bar and relaxing on the beach.  Even at night the vibe was just so mellow, everybody seemed so at peace it was like we were all in slow-motion to enjoy every moment.  Even thou...
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