Travel Brings New Possibilities
Let's Plan Your Next Vacation
Ready to see the world? Send in a Travel Inquiry so we can get you started on your journey!
Group Cruise January 2026!
Capricorn Birthday Bash w/Virgin Voyages!
Like to plan ahead and get out of the cold for the winter? Have Birthday in January (or late December)? Just want to go on a cruise? Join us for the Capricorn Birthday Bash and invite your friends and family (ages 18 or older) to join the fun!








About Us
Here at Overthinker Guide Travel we do the overthinking for you. We’ll answer all of your “what if” questions, create custom, personalized travel itineraries, and provide resources and helpful tips to make sure you have a fantastic vacation!
Our Services
Types of travel we specialize in.

Theme Parks
Perfect for the family, healing your inner child, or a roller coaster lover (we love a good roller coaster here).

Ocean Cruises
There's nothing like an ocean view on the ocean! Cruising is one of our favorite ways to see the world.

New Experiences
We focus on first time or nervous travelers who want to know the ins and outs of a destination and be as prepared as possible.

Group Trips
If you want to travel with a large group but feel overwhelmed, we're happy to help make your travel dreams a reality.
Why Choose Us
Peace of Mind
No need to overthink your trip! We'll take the stress and anxiety out of planning.
Expertise
We travel ourselves to the destinations and train to provide expert advice and suggestions.
Quality Service
You'll be treated with great care before, during, and after your trip. You'll be in great hands.
Personalized Travel
We keep your interests, comfort level, and budget in mind when planning your trip.
What Our Clients Are Saying
DUBAI. WAS. A. DREAM. REALIZED. WITH. OVERTHINKER. GUIDE. TRAVEL!!!
I just celebrated my FABULOUS 54th birthday in one of the most luxurious, breathtaking, and culturally rich places on Earth—and I’m still on CLOUD NINE!! From the moment I stepped off the plane, it was pure magic! I kicked off my adventure with a desert flying dress photoshoot that made me feel like royalty against the golden dunes, followed by an epic camel ride under the Arabian sun! But the excitement didn’t stop there… I set sail on the incredible MSC cruise, exploring not one, but five stunning destinations: Dubai, Abu Dhabi, Bahrain, Qatar, and Sir Bani Yas—and each one left me speechless! I immersed myself in the beauty of majestic mosques, rich history, and vibrant cultures. The safari in Sir Bani Yas? UNREAL. Lions, gazelles, giraffes, Zebras —it felt like stepping into a live Nat Geo special! This birthday was more than a trip—it was a LIFE EXPERIENCE. One that reminded me how BIG this world is and how BLESSED I am to see it. Here’s to 54, full of faith, favor, and FIRST CLASS memories! Next stop! Cartagena, Colombia…AND I’m passport ready Overthinker Guide Travel!!!
Aruba
A Fantastic Getaway!
A Dreamy Escape to Savannah, GA with Overthinker Guide Travel!
The Overthinker Guide Travel’s attention to detail made every moment unforgettable, from the tailored itinerary, hands on impeccable service and support, to the suggestions for charming local shops, tours, and eateries made this destination a dream come true.
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