(42 Reviews)
100% Recommended

Matthew Schaffer

Chicago, IL
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 e...
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Jamaica Travel Agent Specialist

Blue Hole Jamaica
Blue Hole Jamaica

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 than another other Island, Jamaica is really a state of mind. No rush, no stress, just an easy-going vibe with a lot of music, singing and dancing.  Reggae tunes make you jump out of your chair and dance and sing like a real Jamaican.  In addition, Jamaicans are very helpful, spontaneous, friendly, and their positive attitude makes you feel right at home.


As the third-largest island of the Caribbean, Jamaica is hard to cover in one trip. Rather, it's best to choose your activities and vacation priorities, and then decide where to stay.  Of the three main tourist pockets on the island, westernmost Negril is popular for its beaches and upscale accommodations; northwestern Montego Bay is well-liked by golfers; and Ocho Rios in the northeast appeals mostly to adventurous types who might be interested in climbing waterfalls like Dunn's River. Some visitors choose the eastern area of Port Antonio to try the top-notch surfing at Boston Beach, the hiking along the Blue Mountains, and the river rafting along the Rio Grande.


Jamaica is a paradise for beach lovers, home to some of the Caribbean’s most famous beaches. Near Ocho Rios are two of the best-known beaches in the world.  Seven Mile Beach in Negril, consists of a highway-long strip of platinum sand, backed by palm trees and five-star hotels.  James Bond Beach, the backdrop of Dr No, is a touristy beach surrounded by clear waters on three sides. It has water sports centers, bars, restaurants and a variety of accommodation. Moreover, James Bond Beach, is an area where jazz and reggae artists also exhibit their skills. For those who want to enjoy sun, other notable spots include celebrity favorite Frenchman’s Cove and the lively Doctor’s Cave Beach in Montego Bay.


Aside from the beautiful beaches, one of the best parts about Jamaica is the Blue Mountains area north of Kingston. The region has the world’s second largest butterfly population and was recently included in the UNESCO World Heritage List. The area is covered with walking trails, including a hike that takes you to the top of Jamaica’s highest point, Blue Mountain Peak, 7,402ft above sea level. This part of the island is a coffee heartland, too. Coffee farms are dotted all over, and many of them welcome visitors for guided tours and tastings.


Another gem of Jamaica is Dunn’s River Falls, a magnificent waterfall flowing above the country’s Ocho Rios city. One of the most famous waterfalls in the Caribbean, white water cascades down a 180ft flight of natural rock stairs. Visitors can climb the stairs, stopping to soak in natural pools and shower in the falls’ foamy water along the way. If scaling the falls isn’t adventurous enough for you, there’s also a zip-line circuit that features seven zip-lines and four hanging bridges.


But if one great waterfall isn’t enough, there is also Mayfield Falls, a community of waterfalls that come from the 21 wide-spaced little waterfalls on the Mayfield River. Moreover, you can see the excellent waterfalls flowing in the bosom of the lush vegetation cover from the surrounding suspension bridges. Furthermore, this area of natural beauty, which people often use to cool off, is one of the most important holiday destinations in Jamaica.


What could top waterfalls?  Well, how about some of the most amazing caves in the world like Green Grotto Caves.  Located on the northern coast of Jamaica, these caves have turned into one of the country’s major tourist attractions. Its predecessor is known for its many different names such as Runaway Bay Caves, Hopewell Caves and Discovery Bay Caves. While only 12 meters deep, the length of the cave is 1,525 meters is almost a mile!


For the history buffs out there, who can forget Port Royal, the legendary port city, has remained an important symbol of Jamaica for nearly five hundred years. Furthermore, the legendary pirate city was founded in 1518; it was considered to be the most desperate city in the world at a reasonable level. For many years corruption and violence had been dominant over there. Pirate ships came from all over the world, even from Madagascar. In 1692 an earthquake occurred in the island and the pirate town sank under water, and all of its remains lie in the bottom of Kingston’s harbor.


With my help, I hope I can give you the experience of a lifetime in this Caribbean wonderland.  I think it’s pretty obvious, once you’ve tasted all Jamaica has to offer: the culture of the Rastafarians, nature with its waterfalls, coves, caves and fruit trees, the chill vibes, music and history, there is only one thing that is going to bother you, leaving!  

My Reviews

5 of 7 people found this review helpful
Good Times
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.
By  Chelsea  from  Los Angeles, CA
Traveled to  Cabo San Lucas ~ Baja California Sur ~ Mexico
I would recommend this agent to my family and friends
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6 of 9 people found this review helpful
Viva Las Vegas!!!
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.
By  Kyle  from  Chicago,Il
Traveled to  Las Vegas ~ Nevada ~ USA
I would recommend this agent to my family and friends
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2 of 2 people found this review helpful
Last minute Grand Canyon adventure
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!
By  Heather  from  West Chester, PA
Traveled to  Grand Canyon ~ Arizona ~ USA
I would recommend this agent to my family and friends
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3 of 4 people found this review helpful
Awesome!!!!!
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.
By  Debbie  from  Chicago, IL
Traveled to  Jamaica ~ Caribbean
I would recommend this agent to my family and friends
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5 of 8 people found this review helpful
Hole in one!!!
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.
By  Mark  from  Chicago,Il
Traveled to  Kiawah Island ~ South Carolina ~ USA
I would recommend this agent to my family and friends
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Destination Expert:

  • Jamaica
  • Negril
  • Montego Bay
  • Ocho Rios
  • Falmouth

Travel Specialist:

  • All Inclusive
  • Adult Only
  • Luxury Hotels
  • LGBTQ+ Travel
  • Beach Vacations

Languages I Speak:

  • English
  • Spanish

Industry Affiliations:

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