I'm an avid travel enthusiast and mom of two. I developed a deep love for travel after living abroad, and it shaped my appreciation for culture and connection. Today as a travel advisor and mom, I use my experiences to help families and couples plan meaningful vacations that create lasting memories.
"If we were meant to stay in one place, we'd have roots instead of feet."
-Chapsi
As a Certified Advisor from the Travel Institute, I specialize in cruises, Caribbean escapes, and family travel. I'd love to help you write your next chapter.
My Philosophy
Travel should feel like you
Every client I work with has a different dream. Some want a relaxing cruise where everything is taken care of. Others want to go off the beaten path and find something raw and real. My job is to listen first, and plan second.
I have personally traveled to dozens of destinations across the Caribbean, Latin America, and beyond. When I recommend something, it's because I've stood there myself.
Kind Words
What my clients say
★★★★★
"Thanks to Debora Chacon's experience, guidance and professional support. We enjoyed a wonderful cruise departing from New York visiting Dominican Republic, Puerto Rico and St. Thomas USVI."
Carlos Luna
★★★★★
"Debbie made planning our trip completely stress-free. She was organized, responsive, and found options we would have never discovered on our own. I highly recommend working with her."
Rodrigo
★★★★★
"You can tell Debbie truly cares about her clients. She listened to what we wanted and created the perfect trip for us. We'll definitely book with her again."
Mercedes
Chapsi's Picks
Favorites & travel tips
Tried, tested, and personally recommended. Everything I share here comes from real travel experience.
Cruise Packing Essentials
A magnetic power strip is a game-changer for cabins with limited outlets. I never board without seasickness bands and a refillable tumbler either.
Crystal-clear waters, world-class reef snorkeling, and incredible local food. Don't miss El Fish Fritanga for lunch after a morning in the water.
Curacao
Colorful, vibrant, and completely underrated. Stunning beaches, world-class diving, and a unique Dutch-Caribbean culture that sets it apart from every other island.
The Bahamas
Nassau has history and culture, while private islands like Perfect Day at CocoCay deliver a full resort beach day. Great for first-time cruisers.
Guatemala
A place that holds a very special place in my heart. Tikal, Antigua, Lake Atitlan. Land trips here are genuinely transformative.
Jamaica
Ocho Rios and Montego Bay offer something for every traveler. Dunn's River Falls is a must, and the food scene is world-class.
Grand Cayman
Stingray City is unlike anything else in the world. Pair it with Seven Mile Beach for the perfect port day for both families and couples.
01
Book early, save big. Cruise prices almost always increase as the sail date approaches. Booking 6 to 12 months out gives you the best cabins and pricing.
02
Travel insurance is non-negotiable. One illness or flight cancellation can cost thousands. I always recommend comprehensive coverage with cancel-for-any-reason protection.
03
Arrive the day before embarkation. Never fly in on the same day your cruise departs. One delay could mean missing the ship entirely.
04
Pack a carry-on with essentials. Your checked luggage often doesn't arrive to your cabin until late afternoon. Keep your first-day necessities with you.
05
Use a travel advisor (like me). We have access to deals, upgrades, and perks that aren't available to the general public. And our services are often free to you.
06
Check passport expiration dates now. Many countries require 6 months validity beyond your travel dates. Don't wait until 3 weeks before your trip to find out yours is expired.
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Let's stay connected
Follow my travel adventures, get destination inspiration, and see where I'm headed next.
I specialize in cruise vacations (Caribbean, Mediterranean, Alaska, and more), all-inclusive resort packages, land tours, family group travel, honeymoons and romantic getaways, and destination weddings. I handle everything from research and booking to travel insurance and on-trip support.
In most cases, my services are complimentary. I am paid by the travel suppliers (cruise lines, resorts, tour operators) as a commission when you book. For complex itineraries or consultation-only services, a planning fee may apply. I will always be upfront about any fees before we begin.
For cruises, 6 to 12 months in advance is ideal for the best cabin selection and pricing. For all-inclusive resorts, 3 to 6 months is typically enough. For group travel or destination weddings, 12 to 18 months is recommended to secure room blocks and negotiate group rates.
Deposits start from $50 per person depending on the travel product. Payment plans are available for bookings made 45 or more days before travel. All invoices are sent via email. I do not process card payments directly. Full payment terms are outlined in your booking confirmation.
Absolutely. I strongly recommend travel protection for every trip. It covers trip cancellation, medical emergencies, lost luggage, and more. If you choose to decline coverage, a signed waiver is required. I will always present your options and explain the benefits before you decide.
I am available Monday through Friday, 9am to 5pm. Weekends are available by appointment. I also remain available to my clients while I am traveling. The best way to reach me is by email at [email protected] or by phone at (224) 676-3338.
Yes. I am fully bilingual and offer consultations in both English and Spanish. A Spanish-language booking form is available for your convenience.
Let's get started
Book a free consultation
Fill out the form below and I'll be in touch within one business day to start planning your perfect trip.
Let's stay connected
Follow my travel adventures, get destination inspiration, and see where I'm headed next.