10,000+
Luxury Trips Planned
50+
Countries Personally Visited
20+
Years of Experience
40+
Award-Winning Advisors
Human Expertise
Meet Your Travel Advisors
Every journey is designed by an advisor who has personally stayed at the resorts and walked the streets they recommend.
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Melissa Patane Mel
Greece, Italy, France, Spain, Portugal
With TripGuy since 2013
18 Years Experience
WHERE WE'VE BEEN
Destinations We Know By Heart
No prices. No packages. Just honest, first-hand guidance from advisors
who have been there.
Mexico
OUR VIEW
Timeless grandeur balanced with intimate, family-run trattorias few tourists ever find.
Best time:
April–June & September
Style:
Culture · Culinary
Advisor Tip · Hidden Gem
Book the Vatican after-hours private tour the Sistine Chapel without the crowds.
Dominican Republic
OUR VIEW
Timeless grandeur balanced with intimate, family-run trattorias few tourists ever find.
Best time:
April–June & September
Style:
Culture · Culinary
Advisor Tip · Hidden Gem
Book the Vatican after-hours private tour the Sistine Chapel without the crowds.
Jamaica
OUR VIEW
Timeless grandeur balanced with intimate, family-run trattorias few tourists ever find.
Best time:
April–June & September
Style:
Culture · Culinary
Advisor Tip · Hidden Gem
Book the Vatican after-hours private tour the Sistine Chapel without the crowds.
A Personal Process
How We Plan Your Journey
No booking engines. No shopping carts. Just a considered, human process from first hello to safe return home.
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Share Your Vision
Tell us your dream, your dates, and what luxury means to you.
Talk with Your Advisor
Get matched with an expert who has been exactly where you want to go.
Receive Custom Itinerary
A bespoke journey, crafted detail by detail, refined until it's perfect.
Travel With Confidence
Relax — every reservation, transfer, and touch point is handled.
Good To Know
Frequently Asked Questions
TRUSTED EXPERTISE
Why Travelers Choose Tripguy
Human expertise, Personal experience and a relentless attention to details.
We've Been There
Our advisors have personally visited
every destination they recommend
no guesswork.
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Tailor-Made Itineraries
Every trip is designed from a blank page around your pace, taste, and travel style.
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Exclusive Partnerships
VIP access, upgrades, and perks through relationships built over two decades.
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Every Detail Handled
From private transfers to Michelin tables, the details are handled before you ask.
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Award-Winning Advisors
Recognized by the industry's most respected luxury travel networks.
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24/7 Support
A real person is one call away before, during, and after your journey.
RECOGNITION
TripGuy In The News
Trusted and featured by the world's most respected voices in luxury travel.
Condé Nast Traveler
Travel + Leisure
Forbes Travel
AFAR
Virtuoso
The Points Guy
2024
Travel's Mitch Toren
Riviera Maya, Mexico
2025
Earns Two Global Piton
Castries, Saint Lucia
2026
Shines at AIC Hotel
Cancun, Mexico
LOVED BY TRAVELERS
Across 4,200+ verified reviews
4.9
Across 4,200+ verified reviews
4.9
Google Reviews · 2,417 reviews
4.9
Travel Leaders · 1,102 reviews
5.0
The Knot · 684 reviews
"I am novice at all things travel and i am blessed to have used Laurie Orr from TripGuy Travel. Laurie is very knowledgeable about every aspect of travel... "
Liza Lentz
7 days ago
"Trip Guy planned a wonderful vacation for my family to Villa Del Mar in Cancun, Mexic. It was a wonderful family vacation. I attribute the fact that everything went so smoothly to the... "
gary oshaughnessy
8 days ago
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