Create Once In a Lifetime Memories
Relax. I'll Handle Everything
See The Best of the World Stress Free
Hello, my name is Lolita Jackmon!
International travel can be complex. From planning to logistics to booking, to dealing with the inevitable problem...doing it on your own is not an option for those who want to see the world without stress. Since 2017, I've been creating unforgettable travel experiences for clients around the world. So you can enjoy the trip of a lifetime without an ounce of traveler’s anxiety.
I know you want a flawless vacation filled with amazing moments with the people you love. I'm here to make that happen.
Ready to start planning your next journey?
I started my hospitality industry career in the 1980s, working as a Front Desk Receptionist at the Grand Hyatt in Washington, DC, and later as a Call Center Reservationist for Delta Airlines. While working my way through college as an undergraduate at Howard University, these experiences fostered my love of travel, luxury, and exceptional customer service. I started Global Gypsy Travel in 2017 to provide sophisticated travelers with handcrafted, personalized, iconic travel experiences.
Travel is essential to living a life filled with purpose and meaning. It enables you to venture beyond your small pocket of the world and experience beauty in the unknown. It is also an avenue to connect with other travelers, whether you are a seasoned traveler or new to traveling the world. The experiences and travel packages I curate are all about opening up to new cultures, expanding our understanding of ourselves and others, and supporting local communities.
Dream Trip Planning
Together, we'll discuss your vision for this trip. Tell me everything you'd love to have happen.
I will develop a customized, highly-detailed itinerary for every stage of your trip. Trust me, every detail will be thought through, with some of my signature perks sprinkled in along the way.
Seamless Booking and Logistics
Sit back and relax. My global team and I will handle every detail of getting you where you need to go. You just need to figure out what drink you should order next.
It's here. Enjoy the trip of a lifetime. You deserve it.
Pick a Date
I set time aside to have uninterrupted Discovery Calls. Find a date convenient for you.
Pick a Time
Do you prefer morning, afternoon, or evening? I have several options available.
Our discovery call is the first step to your luxury dream trip, I can't wait to explore your ideas with you!
Fun Trip! Excellent, professional, committed to your trip. Very responsive and knowledgeable. Lolita really put a great together. She researched hotels, booked the right airlines, provided all-around support, and checked in on me, even when I was overseas. I felt confident that she was looking out for me!
--Ms. Travelbug--Bali & Signgapore
We stayed at a timeshare and she was very helpful in supplying us with the information we needed to enjoy our first time in Aruba! Great options for dining, activities, spas, and getting around the island.
She booked our trip to Jamaica and every detail was smooth sailing thanks to Lolita!
Ready to sharpen your travel tastes and discover the world's best-kept secrets? This personalized travel guide will help you broaden your horizons and get inspired for the journey ahead. Plus sign up to our monthly newsletter for travel inspiration delivered right to your inbox!
Schedule your free initial Discovery Call to begin the trip of a lifetime today.