Caribbean Travel Agents in Illinois

There are 212 agents matching this search
These trusted travel agents belong to North America’s #1 Travel Agent Network and can provide custom tailored trips, personalized recommendations, detailed knowledge of destinations and exclusive deals and amenities.
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Angela Waggoner
30 reviews
100% Recommended
7 Years of Experience
Super Agent

Angela Waggoner

Wheeling, IL
A full-service Travel Leaders Associate Agency
Luxury Cruise Specialist

Destination Specialties:

Caribbean, Italy, Europe, Rome, Hawaii

Interest Specialties:

Cruises, Family Vacations, Disney Vacations, Adult Only, Luxury
Alexis says
"Angela booked a Disney Cruise for our family. The entire experience was magical. We look forward to cruising again and also working with Angela again."...Read More
Ian Cambata
15 reviews
100% Recommended
14 Years of Experience
Super Agent

Ian Cambata

Chicago Executive Airport , IL
A full-service Travel Leaders Associate Agency
Honeymoon Travel Specialist

Destination Specialties:

Caribbean, Greece, Fiji, Morocco, India

Interest Specialties:

Honeymoons, Luxury, All Inclusive, Couples & Romance, Destination Weddings
Traveled to Caribbean 5 times
Booked 10 Caribbean trips
Michael says
"Ian did an amazing job planning/arranging our entire honeymoon. My involvement was limited to identifying the two countries of interest (South Africa and Zimbabwe). Ian did the rest. I was impressed by the amount of "...Read More
Jeanne Langlo
1 reviews
100% Recommended
25+ Years of Experience

Jeanne Langlo

Wheeling, IL
A full-service Travel Leaders Associate Agency
Luxury Anniversary Stay in Anguilla

Destination Specialties:

Caribbean

Interest Specialties:

Adult Only, Destination Weddings, Babymoons, Luxury
Cat says
"Jeanne has arranged vacations to Spain for me and my family for several years now. Every time I call her, she is patient, knowledgable, and does her best to accomodate our needs. Her vast experience allows her to find "...Read More
Pam Bebber

Pam Bebber

Peoria, IL
A full-service Travel Leaders Associate Agency
Senior Travel Consultant

Destination Specialties:

Caribbean

Interest Specialties:

All Inclusive
Diane Klimstra

Diane Klimstra

Peoria, IL
A full-service Travel Leaders Associate Agency
Senior Travel Consultant

Destination Specialties:

Caribbean

Interest Specialties:

All Inclusive, Beach Vacations, Family Vacations
Val Kalliecharan
18 Years of Experience

Val Kalliecharan

Wheeling, IL
A full-service Travel Leaders Associate Agency
Caribbean Specialist

Destination Specialties:

Caribbean, Turks and Caicos Islands, Anguilla, Bahamas, Virgin Islands

Interest Specialties:

Beach Vacations, Villas, Couples & Romance, Luxury Hotels, Bespoke Travel
Traveled to Caribbean 25+ times
Booked 25+ Caribbean trips
Veronica Smith
77 reviews
99% Recommended
9 Years of Experience

Veronica Smith

Naperville, IL
A full-service Travel Leaders Associate Agency
Travel Advisor I Global Vacation Specialist

Destination Specialties:

Caribbean, Hawaii, Mexico, Ireland

Interest Specialties:

Family Vacations, Honeymoons, Groups, Cruises, Destination Weddings
Erica says
"Veronica was exceptional when it came to communication and professionalism. She booked 7 DIFFICULT (LOL) women on a 4 day trip to JAMAICA! Veronica remained professional and optimistic when it came to our last minute "...Read More
Katie Fox
76 reviews
100% Recommended
5 Years of Experience
Super Agent

Katie Fox

Hoffman Estates, IL
Katie the Vacationeer, an independent agent with Travel Leaders Kissimmee, FL
Caribbean Cruises

Destination Specialties:

Caribbean, Bahamas, Virgin Islands, Dominican Republic, Jamaica

Interest Specialties:

Cruises, All Inclusive, Beach Vacations, Honeymoons, Adult Only
Traveled to Caribbean
Booked Caribbean trips
Dutty says
"Katie was very helpful planning our first Disney cruise. I had a lot of questions that she answered promptly. She had a lot of great recommendations!"...Read More
Lauren Alfaro
26 reviews
100% Recommended
6 Years of Experience
Super Agent

Lauren Alfaro

Geneva, IL
Lauren the Vacationeer, an independent agent with Travel Leaders Kissimmee, FL
Disney Cruise Line Specialist

Destination Specialties:

Caribbean, Bahamas, Alaska, Mediterranean Sea, At Sea

Interest Specialties:

Cruises, Disney Vacations, Family Vacations, Holiday Travel
Angie D. says
"Lauren helped us plan our Royal Caribbean cruise and made the whole process so easy. She is clearly a seasoned traveler and gave us all sorts of helpful tips to make our first time cruising smooth sailing! She recommended we "...Read More
Dawn Olson
38 reviews
100% Recommended
25 Years of Experience
Super Agent

Dawn Olson

Spring Grove, IL
Twilight Discount Travel, an independent agent with WorldVia, a Travel Leaders Agency
Certified Destination Wedding Specialist

Destination Specialties:

Caribbean, Mexico, Dominican Republic, Hawaii, Costa Rica

Interest Specialties:

Destination Weddings, Honeymoons, Groups, All Inclusive, Couples & Romance
Traveled to Caribbean
Booked Caribbean trips
Jon and Janel Fry says
"Dawn is the best! She listens to what you want and then offers all the options. Everything is in writing. She goes above and beyond to make her clients happy! We have booked two trips with Dawn and they were awesome! "...Read More
Angela Wesley- Armstead
33 reviews
97% Recommended
10 Years of Experience
Super Agent

Angela Wesley- Armstead

Chicago, IL
FLYING ANGELS TRAVELS, an independent agent with WorldVia, a Travel Leaders Agency
Group and Leisure Travel Specialist

Destination Specialties:

Caribbean, England, France, Italy, Dubai

Interest Specialties:

Groups, Cruises, Villas, Bachelorette Parties & Girlfriend Getaways, Family Vacations
mz_peaches78 says
"Angela is the best of the best when it comes to travel. Angela's attention to detail and customer service are outstanding.!!!!! Angela has a great knowledge base for wherever you are looking to travel, things to "...Read More
Kelly Regan
16 reviews
100% Recommended
3 Years of Experience
Super Agent

Kelly Regan

Northbrook, IL
EnchantAway Travel , an independent agent with Travel Leaders Kissimmee, FL
Disney Cruise Specialist

Destination Specialties:

Caribbean, Castaway Cay, Alaska, Port Canaveral, Port Everglades

Interest Specialties:

Family Vacations, Disney Vacations, Cruises
Lola says
"We had Kelly book our recent trip to Universal Studios and the Magic Kingdom. She went ABOVE and BEYOND in helping us set up our reservations, itinerary and trip! Kelly continuously asked if we had questions or needed "...Read More
Alicia Cooper
87 reviews
100% Recommended
13 Years of Experience
Super Agent

Alicia Cooper

El Paso, IL
Live A Little Travel, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Family Vacation & Group Travel Specialist

Destination Specialties:

Caribbean, Mexico, Florida, Hawaii, Alaska

Interest Specialties:

All Inclusive, Cruises, Couples & Romance, Disney Vacations, European Culture
Jessica says
"Alicia was absolutely GREAT! She was very knowledgeable when it came to the Sandals resorts, which in turn allowed us to make the best decision for our want/needs. We will definitely be using Alicia future travel planning! "...Read More
Jamie Pollitt
79 reviews
100% Recommended
8 Years of Experience
Super Agent

Jamie Pollitt

Bloomington, IL
Live A Little Travel, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Beaches Turks & Caicos-Family/Multi-Generation

Destination Specialties:

Caribbean, St. Lucia, Turks and Caicos Islands, Antigua & Barbuda

Interest Specialties:

Adult Only, All Inclusive, Beach Vacations, Family Vacations, Honeymoons
Bauer Family says
"Enjoyed working with Jamie. She was enthusiastic, detailed, organized and very helpful."...Read More
Heather Barilla
46 reviews
100% Recommended
12 Years of Experience
Super Agent

Heather Barilla

Wheaton, IL
Heather Barilla with Magical Moments Vacations, an independent agent with Magical Moments Vacations, a Travel Leaders Network Affiliate Agency
Disney Cruise Line Expert

Destination Specialties:

Caribbean, Bahamas

Interest Specialties:

Disney Vacations, Cruises, Family Vacations, Luxury Cruises, Holiday Travel
Traveled to Caribbean
Booked 25+ Caribbean trips
Jessica says
"Heather made the honeymoon planning process SO easy! She took care of everything and was so quick to answer any and all questions we had! Highly recommend!"...Read More
Brinda Amin
84 reviews
100% Recommended
25+ Years of Experience
Super Agent

Brinda Amin

Addison, IL
Alpha Travel, a Travel Leaders Network Affiliate Agency
Virgin Voyages-Scarlet Nights and a Lot of Sass!

Destination Specialties:

Caribbean, Mediterranean, Europe, Amsterdam, Norway

Interest Specialties:

Adult Only, Bachelorette Parties & Girlfriend Getaways, Food & Wine, Luxury Cruises, Honeymoons
Lucy says
"From the first time I spoke with Brinda up until I called and told her what a fantastic time we had in the Bahamas, she answered all my questions and was very pleasant. I totally recommend her."...Read More
Gail Lovero
20 reviews
100% Recommended
18 Years of Experience
Super Agent

Gail Lovero

Berwyn, IL
Gone Travl'n Inc., a Travel Leaders Network Affiliate Agency
All-Inclusive Resorts and the Caribbean

Destination Specialties:

Caribbean

Interest Specialties:

All Inclusive
Traveled to Caribbean 15 times
Booked 25+ Caribbean trips
Traveler1000 says
"Travel can be very stressful. Gail took all the stress and angst out of it. She did the work, all I had to do was show up at the airport on time. She even made sure I had my TSA PreCheck number attached to my reservation. "...Read More
Bruce Young
18 reviews
100% Recommended
5 Years of Experience
Super Agent

Bruce Young

Plainfield, IL
An independent agent with Avoya Travel, a Travel Leaders Network Affiliate Agency
Luxury Cruise, Tour & Vacation Specialist

Destination Specialties:

Caribbean, Mediterranean, Alaska, Antarctica, Europe

Interest Specialties:

Luxury Cruises, River Cruises, Escorted Tours, World Cruises, Luxury
Traveled to Caribbean
Booked Caribbean trips
Reviewed by 4 Caribbean travelers
Becky Lin says
"they are VERY accommodating! the agent that was assigned to me, Bruce Young, he's such an amazing agent!! he was helping us find cruises and deals in the perspective we had, and was able to find two cabins right by each "...Read More
Steven Callas
18 reviews
100% Recommended
3 Years of Experience
Super Agent

Steven Callas

NorthBrook, IL
Gilded Travels LLC, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Family Vacations & Reunion Planning

Destination Specialties:

Caribbean, Italy, Greece, Costa Rica, Japan

Interest Specialties:

Family Vacations, Celebration Travel, All Inclusive, Beach Vacations, Groups
Makis S. says
"I never would have picked Mallorca as a vacation destination. My wife likes the beach, I like adventure. Gilded Travels created the perfect one-week itinerary that had us exploring the beautiful beaches, hiking through "...Read More
Jessica Gibson
71 reviews
100% Recommended
9 Years of Experience
Super Agent

Jessica Gibson

Chicago, IL
Cygne D'Opale Luxury Wellness, an independent agent with Travel Leaders Davis, CA
Caribbean Travel Agent Specialist

Destination Specialties:

Caribbean, Jamaica, Dominican Republic, Bahamas, Virgin Islands

Interest Specialties:

All Inclusive, Beach Vacations, Festival Tours, Honeymoons, Family Vacations
Rosa K. says
"It was ok ur 35th wedding anniversary, and I wanted to do something really special. I decided to a vow renewal, so I asked Jessica about a special spot and told her I wanted to do the Caribbean, but nothing that would be a "...Read More