Start Planning Your Next Big Adventure
Relax While We Take Care of Your Trip
Tell us what you want, and we will take care of all the details so you don’t have to.
We’ve been helping individuals just like you book their dream get away for 15 years
We are committed to helping you, making sure the trip goes as smooth as possible.
Explore Top Destinations
Enjoy sunshine days on the water with several premium cruise packages.Learn More
Experience the magic when you book your next Disney trip through us.Learn More
A long day of travel deserves a relaxing place to stay.Learn More
Experience what the world has to offer and meet new friends.Learn More
Spectacular entertainment awaits you at a variety of theme park vacations!Learn More
Guest & Dude Ranches offer vacation experiences perfect for all travelers.Learn More
We have a variety of Auto Rental Suppliers worldwide.Learn More
Amber is wonderful! She booked a perfect Disney vacation for my mom, grandmother, my daughter and myself. She also has booked a cruise for my husband, daughter and myself. She is so knowledgeable on everything travel related and if she doesn’t have an answer, she goes…
My fiancé and I were looking for the perfect Honeymoon spot. Destinations with Character Travel made our search an easy and painless process. We messaged back and forth for days, and they were always very prompt with their responses and found us the perfect spot to…
Destinations with Character Travel was indispensable in booking our Disney trip, walking me through everything from where and when to eat, fast passes and booking our extra Disney fun. I can honestly say that I couldn’t have booked our amazing family trip without all their help…
Destinations with Character Travel was amazing at booking our first cruise, they were able to get us the best deal and help us all the way any question that we had. I truly recommend Destinations with Character Travel as your travel agency.
Years of experience helping customers just like you
Desired destination offerings available for booking
Happy customers we have helped with their dream destination
Your Source For Travel News
Emerald Cruises Promotion: Extra $500 Savings Per Suite
New MSC Cruises Promotion Begins June 6, 2023 - Free Drinks & Wifi!
Ambercrombie & Kent Expedtion Cruises
Update on Star Wars: Galactic Starcruiser
New Summer Ticket Offers Coming to Walt Disney World Resort
Welcome Back The Walt Disney World Disney Dining Plans Beginning Jan 9, 2024 (Bookings Open May 31, 2023)
Walt Disney World Announces 5 New Updates For 2024 Packages! (Disney Dining Plans, Park Reservations, Genie+ & More!)
2024 Walt Disney World Bookings Available Beginning May 31 with 6 New Ways to Make Your Visits More Enjoyable (Dining Plan Return, Park Reservation Changes & More!)
New Star Wars Photo Ops at Disney’s Hollywood Studios
Hurtigruten Expedition Cruises - SAVE BIG ON BUY ONE GET ONE
Virgin Voyages - UP TO $1,200 USD AIR CREDIT PER CABIN.
Disney Cruise Line Castaway Club Members Welcome New Online Check-In Windows
Adventures By Disney Adds New Adventurs in Canada, Columbia, New Zealand!
Introducing DisneyBand+ Wearable Technology on Disney Cruise Line
Return of New Annual Pass Sales Announced for Walt Disney World
Fantastic Sandals South Coast Jamaica, Italian Village Resort Special
Universal Orlando's 2023 Halloween Horror Nights Now On Sale!
Two-Week Sale From Karisma Hotels & Resorts
Disney Cruise Line Will Open A New Island Destination at Lighthouse Point in The Bahamas to Welcome Guests in Summer 2024
New Dates Added for Disney After Hours Events and A New Theme Park!
New Storyline Details Revealed for Tiana’s Bayou Adventure
Walking Path between Magic Kingdom and Grand Floridian Temporarily Closed Beginning Feb. 13
Disney Cruise Line Promotion - Book Now and Get 50% Off Your Deposit
Pixar Day at Sea and Marvel Day at Sea Return to Disney Cruise Line in 2024
All Inclusive Aruba Vacations From Pleasant Holidays & Destinations with Character Travel
Fiji & Complimentary Fiji Airways Premier Lounge access
Virgin Voyages 55% off for your 2nd Sailor & $600 in free drinks !!!!!
Feature Pool at Vero Beach Resort to Close for Refurbishment January-March 2024
Great Music Blooms With The Flowers with Garden Rocks at the 2023 EPCOT International Flower & Garden Festival
Universal Orlando Resort Spring 2023 Save 25%* Vacation Package Deal !
Royal Caribbean, Kids Sail Free, Alaska 2023 !!!
Exciting NEW Tour of Scotland from Mayflower Cruises & Tours!
Say "No" to Mega Ships and Check Out The Small Ship Advantage of American Cruise Lines
You Can Save Up to $700 on a 2-Night Stay When You Combine with Select Star Wars: Galactic Starcruiser Voyages
Royal Caribbean Alaska Adventures Await in 2023 - BIG SAVINGS !
Some Really Cool EPCOT International Festival of the Arts Photo Ops
Disneyland Park To Welcome Tiana’s Palace Coming Later this Year
Walt Disney World Is Making 3 Changes to Bring More Value & Flexibility to Your Visits
Stay in the Magic with Two truly delightful WALT DISNEY WORLD vacation offers!
Virgin Voyages Most Exclusive Offer Ever !
Royal Caribbean's NEW YEAR'S CRUISES DEAL - Alaska, Caribbean, Europe and MORE!
Princess Cruises' "The Best Sale Ever" is now on with low fares up to 35% off!
Margaritaville Island Reserve by Karisma - Riviera Maya Adults Only - Opening April 1st !
Cinderella’s Royal Table Returning To Character Dining on Feb. 28, 2023
Roundup Rodeo BBQ Will Bring Barbecue and Toy-Sized Fun to Toy Story Land Spring 2023!
Super Nintendo World at Universal Studios Hollywood Opens February 17, 2023!!!
Come Play Disney’s DuckTales World Showcase Adventure Debuting Dec. 16, 2022
You Can Now Modify Disney Genie+ Lightning Lane Selections !
Come share a New Wave of Magic Awaiting you as Disney Cruise Line Celebrates 25 Years During ‘Silver Anniversary at Sea’
Mickey’s Toontown Reopening at Disneyland Park on March 8, 2023
Have You Checked Out The Festive PhotoPass Fun at Walt Disney World Resort
UNBELIEVABLE Princess Cruises Cyber Monday Sale! $1 Deposits!
CARNIVAL VENEZIA IS OPEN FOR BUSINESS - “Carnival Fun Italian Style!”
Pack Your Spirit of Adventure for an Unforgettable Safari with Tauck!
Disney Cruise Line Has Announced The Acquisition of A New Ship with Plans to Visit New Markets
Royal Caribbean 2022 Black Friday Early Access Sale!
Are You Ready For the Flavor and Fun Coming with the EPCOT International Festival of the Arts Jan. 13 - Feb. 20, 2023
Save Up to $400 on a 4-Night, 4-Day Room-and-Ticket Package at Select Walt Disney World Resort Hotels
Food Guide to Feasts and Treats for Thanksgiving 2022 at the Walt Disney World Resort
SAVE Up To 20% Offer for Disney+ Subscribers at Walt Disney World Resort December 11 through December 25, 2022
The thrills are even better when you’re staying at a Universal Orlando hotel from only $96 per night (plus tax). (BOOK BY DECEMBER 12, 2022)
Scenic River Cruises: Discover The Wonder Beyond Sale - River Cruises
Favorite Restaurants Reopening Soon at Walt Disney World Resort
FIND ADVENTURE AT THE NEW MARGARITAVILLE BEACH RESORT AMBERGRIS CAYE, BELIZE (Book Promo By December 14, 2022)
5 Can’t-Miss National Geographic Expeditions We Have For 2023
First-Ever Adriatic Sea Expedition Cruise To Debut With Adventures by Disney in 2024
Universal Orlando's "Rock the Universe" Returns January 27 and 28, 2023
Universal Orlando Mardi Gras Coming Feb 4 – Apr 16, 2023.
Holidays at Universal Orlando Resort Returns Nov. 25, 2022 -Jan. 1, 2023
Discover new horizons at sea on the brand-new MSC Seascape.
Adventures by Disney Adventure Moments: Rainforest Chocolate Tour in Costa Rica
Update to Disney+ Genie Service at Walt Disney World and Disneyland Resort - Variable Date Based Pricing Added
Disney Cruise Line Special Offer for Disney+ Subscribers
Atlas Ocean Voyages Spring 2023 Savings - (Book by December 31, 2022)
Royal Caribbean Cruises - "It's High Tide For Adventure" Offer (Book by October 31, 2022)
This Holiday Season, Save Up to 15% on Select Stays at a Disneyland Resort Hotel (Book by December 15, 2022)
Disney® Visa® Cardmembers: Save Up to 15% on Select Stays at a Disneyland Resort Hotels (Book by December 15, 2022)
Walt Disney World Refurbishment Update: Disney's Caribbean Beach Resort
Disney PhotoPass Lenses Now Available at the Disneyland Resort & Other Favorite Features on the Disneyland App
Disney Visa Cardmembers Can Save Up to 35% on Select Rooms at Aulani, A Disney Resort & Spa (Book by December
Disney100 Celebration at Disneyland Resort Begins Jan. 27, 2023
Get Your First Look at Halloween on the High Seas on the Disney Wish
Important Booking Update for Disney Wonder South Pacific & Hawai’i Sailings (September 30, 2022)
Updated Hurricane Ian Impacts for Disney Cruise Line (September 30, 2022)
Hurricane Ian Update for Walt Disney World Resort (September 29, 2022 7:30 PM E.T.)
Hurricane Ian Update for Walt Disney World Resort (September 29, 2022 3:00PM E.T.)
Updated Hurricane Ian Impacts for Walt Disney World Resort (September 29, 2022 - 9:00 AM E.T.)
Hurricane Ian Update for Walt Disney World Resort - September 26, 2022
MagicBand+ Launching July 27 at Walt Disney World
BoardWalk Deli, Contemporary Bridge Refurbishment and Balcony construction at Grand Floridian
EPCOT - EPCOT International Food & Wine Festival 2022 - A First Look
Countdown To Family Time Aboard the MSC Seascape Beginning December 2022
Disney Parks App - New App Feature, "Where’s My Car?"
Disney Cruise Line - Updated Recommended Gratuity Guidelines July 2, 2022
Disney Cruise Line - A Look Onboard the Disney Wish, A Fairytale-Inspired Castle Floating on the Seas
Tiana’s Bayou Adventure Comes to Disney Parks in Late 2024
Adventures by Disney - Minimum Age Requirement Adjustment
EPCOT - 2022 EPCOT Eat to the Beat Concert Series - Check Out The Full Lineup
EPCOT - 2022 EPCOT International Food & Wine Festival Foodie Guide
Disney’s Magnolia Golf Course To Undergo Most Extensive Redesign Ever
Disney Cruise Line - DCL to Honor Make-A-Wish Children as Godchildren of the Disney Wish
Walt Disney World Resort - The Return of Mickey’s Very Merry Christmas Party and More Holiday Favorites Announced During #HalfwaytoHolidays
Universal Orlando Resort - 2023 Packages Now On Sale
Adventures by Disney - New Itineraries Introduced to Sicily and the British Isles in 2023
Walt Disney World Resort - Mickey’s Not-So-Scary Halloween Party Returns Fall 2022!
EPCOT - Gather with Friends and Family in New Connections Café & Eatery
EPCOT - Experience the 2022 EPCOT International Festival of the Arts Premiering Jan. 14 & Prepare With This Foodie Guide!
Personal Heritage Journeys, by Kensington Tours and Ancestry®- Unlock the Secrets of Your Family Heritage
Don't Let The Competition Fog Your Vision
New Augmented Reality Lenses at Walt Disney World Resort Through Disney PhotoPass Service and Snap Collaboration
Make The Most of Family Time with Destinations with Character Travel's Digital Guide For Family Time & Family Travel
Disney Genie - Launching Oct. 19 at Walt Disney World Resort: Create Your Best Disney Day
My Disney Experience Mobile App - Another Way to Share Disney Parks & Resorts Cast Member Compliments via the App
RIU Introduces Confirmed Connecting Rooms
MagicBand+ - Walt Disney World Resort Announces MagicBand+ Will Debut in 2022 as Part of 50th Anniversary Celebration
EPCOT - Space 220 Restaurant at EPCOT Reveals More Details and Menus!
Disney Genie - Answering Your Top Questions
Looking to Purchase a Disneyland Resort Magic Key Pass? Here Are Your Top Magic Key Questions, Answered!
Walt Disney World Resort & Disneyland Resort Reimagining the Guest Experience with Disney Genie Service!
Star Wars: Galactic Starcruiser Official First Commercial & Vacation Package Details About This Exciting New Galactic Experience.
Introducing The Disney Magic Key Program, a New Guest-Centric Offering with Choice, Flexibility and Value for Disneyland Resort
Walt Disney World Extends Evening Theme Park Hours for Deluxe Resort Hotel Guests
Wailana Pool at Aulani, a Disney Resort & Spa, Now a Family Pool
Disney Imagineers Talk Star Wars: Galactic Starcruiser, Opening Spring 2022 at Walt Disney World Resort - New Details Revealed
New Digital Key Feature Coming Soon to the Disneyland App
The Hall of Presidents: Sharing the Story of Liberty’s Leaders for 50 Years
Disney Cruise Line Adds Supersized Adventure With The Premier Of ‘Avengers: Quantum Encounter’ Dining Experience Aboard Disney Wish
On The World-famous Jungle Cruise New Adventures Await and Disney Imagineers are on Board with More Humor, More Wildlife, More Fun
Disneyland Paris Replacing "FastPasses" With Paid "Disney Premier Access"
Menu Offerings at Star Wars: Galaxy’s Edge, Fairfax Fare, and More With Disney’s Hollywood Studios Foodie News!
Walt Disney World Resort Hotels Offering "Hurricane Meal Kits" or "Meal Kits" In Advance Of Tropical Storm Elsa.
Carnival Cruise Line's HUB App Gets Enhanced!
Sandals Resorts Announces 3 All New Jamaican Resorts!
Norwegian Prima Coming Summer 2022 - Be The First!
AMResorts® Receives Two HSMAI Bronze Adrian Awards at The 64th annual HSMAI Adrian Awards!
Disney MagicMobile Service, A Convenient New Way to Experience Walt Disney World Resort Coming Soon!
Royal Caribbean 2022-2023 Adventures Available For Booking Today!
Step Inside & Get Your First Look at a Reimagined Room from Disney’s Polynesian Village Resort at Walt Disney World
Science leads the way for Royal Caribbean Group’s HVAC System
11 Reasons to Use a Travel Agent for Your Next Vacation
Disney Cruise Line - Marvel Day at Sea and Star Wars Day at Sea Return in 2022 !
Walt Disney World Resort - BREAKING NEWS: Disney's Magical Express Service Being Retired Beginning January 1, 2022!
Important Reminders for 2021 - MagicBands, Souvenir Luggage Tags & Magical Extras
Walt Disney World Resorts - MagicBand Reminder
EPCOT - The 2021 Taste of EPCOT International Flower & Garden Festival Brings Fresh Flowers and Flavors to Life March 3, 2021
Walt Disney World Parks - Park Hopper Option Returns Jan. 1, 2021 - With Modifications
Aulani, A Disney Resort & Spa - Say Aloha to the New Aulani Resort Mobile App
Kaanapali Beach Hotel - Hawaii's Most Hawaiian Hotel
CRYSTAL CRUISES'S SUNDAY COOKING WITH CHEF JON ASHTON: SEA BASS WITH LEEKS & POTATOES
Aulani, A Disney Resort & Spa - New Aulani App Launched
Disney’s Polynesian Village Resort Bringing A New Sense of Aloha!
3 Caribbean Islands for Romance
Walt Disney World Resort - Disney Park Pass System Reminders & Tips - New Video
Walt Disney World Resort - Know Before You Go: Additional Information Regarding Disney's New Park Pass System
Walt Disney World Resorts - UPDATE All Dining Plans Cancelled, Dining Reservations, Fastpasses and Experiences Ahead of Reopening
Walt Disney World Resort - Cancels All Dining Plans, Dining Reservations, Fastpasses and Experiences Ahead of Reopening
Thank You For Making Us A Disney EarMarked Agency!
Restaurant Spotlight: Handmade Pasta and More at Tony’s Town Square Restaurant
Hundreds of Plant-Based Dishes are Coming to Walt Disney World and Disneyland Resorts!
There’s Magic in the Air with New Disney Skyliner
First Look at the Guardians of the Galaxy: Cosmic Rewind Ride Vehicles
Take advantage of the cruise booking expertise of Destinations With Character Travel Agency.
5 Great Reasons To Take a Star Wars Day at Sea Cruise
Rainy Day Fun at Walt Disney World Resort
Encounter the First Order and Heroes of the Resistance at Star Wars: Galaxy’s Edge
All That’s Included on a Disney Cruise Line Vacation
Know Before You Go: Planning a Visit to Star Wars: Galaxy’s Edge at Disneyland Resort Beginning June 24
Disney Cruise Line Navigator App At Home Features
New Disneyland Resort & Walt Disney World Resort Theme Park Rules Go Into Effect Today
Disney Cruise Line and Adventures by Disney Earn Top Honors from Newsweek and Cruise Critic
Walt Disney World Moving To Automated Cameras at Select Indoor PhotoPass locations
Play Disney Parks Mobile App Adding New Interactive Experiences at Walt Disney World Resort
Mobile Ordering Now Available at More Disneyland Resort Quick-Service Food Locations
Walt Disney World Resort to Debut Date-Based Tickets and Pricing on Oct. 16, 2018
Loews Sapphire Falls Update: Walking Around this Colorful Resort - Full Article
Digital Key Feature in My Disney Experience App Expands to Additional Disney Resort Hotels
Do You Need A U.S. Passport or U.S. Passport Card When Traveling?
Walt Disney Company to eliminate plastic straws and more by 2019
100 Best Things to do in New York
INSIDE MY BAG: WHAT TO PACK FOR A DAY AT UNIVERSAL ORLANDO RESORT
Walt Disney World® Resort - GATEWAY HOTELS Now Available Through Your Travel Consultant!
Walt Disney World Resorts - Begin Charging Daily Parking Fees March 21, 2018
Hawai'i An Island for Every Niche !
Walt Disney World Hotels Adding "Room Entry" Protocol to Increase Security at Resort
International Travel Tips - Always Be Aware of Credit Card Foreign Transaction Fees
Emerald Waterways named the Best Value for Your Money
Disney's Art of Animation Spaghetti Carbonara Recipe
Walt Disney World Resorts - Disney’s All Star Sports Resort: A Pleasant Surprise
The Premiere Chicago Travel Agency
Destinations with Character is the best travel agency for those looking for a unique and personalized travel experience. As a leading travel agent near Chicago, we offer a wide range of services for both domestic and international travel.
One of the things that sets Destinations with Character apart from other Chicago travel agencies is our commitment to providing exceptional customer service. Our team of experienced travel agents are dedicated to helping our clients plan the perfect trip, whether it’s a romantic getaway, a family vacation, or a business trip. We take the time to understand your individual needs and preferences, and work with you to create a customized itinerary that meets all of your requirements.
Travel On Any Budget
In addition to our personalized service, Destinations with Character also offers a wide range of travel options to suit every budget and interest. As an international travel agency, we have access to a vast network of suppliers and partners, allowing us to offer competitive pricing on flights, hotels, car rentals, and more. Whether you’re looking for a luxury cruise, a budget-friendly road trip, or an adventure abroad, we can help you find the perfect travel options to suit your needs.
At Destinations with Character, we also understand the importance of flexibility and convenience when it comes to travel. That’s why we have dedicated and passionate agents that are ready to help you along the full planning process. We also offer travel insurance and other protective services to ensure that your trip goes smoothly and that you’re protected in the event of any unexpected issues.
Let Us Plan You A Trip
Destinations with Character is the best travel agency for those looking for a unique and personalized travel experience. As a leading travel agent near Chicago, we offer exceptional customer service, a wide range of travel options, and flexible booking options. So, whether you’re planning a romantic getaway, a family vacation, or a business trip, Destinations with Character is here to help you every step of the way.