Henry Travel Co.
Based in St. Petersburg, Florida
English
Trips starting at $500/night
Henry Travel Co.
Ask us about
Our Story
Luxury travel, tailored to you.
Travel Style
Travel has always been my favorite way to celebrate life’s best moments, and now I get to help my clients do the same. I’m Jessica Sifrig, founder of Henry Travel Co., and I specialize in creating personalized luxury travel experiences throughout the Caribbean and beyond. From dreamy honeymoons and relaxing babymoons to milestone group trips and carefully curated itineraries, I love helping my clients turn their travel dreams into reality. My journey began by planning my own adventures and discovering the best resorts, hidden gems, and unforgettable experiences to share with family and friends. Today, I bring that same passion and attention to detail to every trip I design, ensuring you enjoy VIP perks, trusted recommendations, and a seamless planning process.
Reviews (28)
Emily G.
travel to Cancún
27 days ago
Booking with everything with Jessica was great! The research she presented based on my provided criteria was very thorough, and I felt confident choosing any of the options based on her knowledge. Once we decided on Atelier, having her book our room gave me peace of mind, especially since I'd never been to this hotel before. We didn't do excursions or anything off-resort, but I'd definitely be interested in booking more in-depth vacations/trips with her, or just other resort trips like this again!
We had just one hiccup where I hadn't sent flight information to the right place (I responded to a Tend notification email instead of to Jessica directly - my fault!), so our airport transfer wasn't booked until the day before we left, but it wasn't a big issue and Jessica took care of everything very quickly once we realized.
Molly S.
travel to Cancún
about 2 months ago
Jessica made the booking process seamless! We would absolutely book another trip through her, and recommend her to friends and family.
Kofi K.
travel to Cancún
3 months ago
Jessica made everything extremely seamless and was patient with all of my different needs, and super responsive throughout the entire process. I’d love to use her again for any all inclusives I plan on visiting in the future
Regina A.
travel to New York City
3 months ago
Henry Travel Co. was incredible to work with while planning our trip. She recommended amazing restaurants and activities, and put together a seamless itinerary that made everything so easy. She even rebooked our hotel at a lower rate when prices dropped, which was such a nice surprise. Highly recommend working with her.
Olivia A.
travel to New York City
3 months ago
Jessica helped us plan our trip with ease, picking a great location for our stay and planning the perfect itinerary!
Emily G.
travel to Cancún
27 days ago
Booking with everything with Jessica was great! The research she presented based on my provided criteria was very thorough, and I felt confident choosing any of the options based on her knowledge. Once we decided on Atelier, having her book our room gave me peace of mind, especially since I'd never been to this hotel before. We didn't do excursions or anything off-resort, but I'd definitely be interested in booking more in-depth vacations/trips with her, or just other resort trips like this again!
We had just one hiccup where I hadn't sent flight information to the right place (I responded to a Tend notification email instead of to Jessica directly - my fault!), so our airport transfer wasn't booked until the day before we left, but it wasn't a big issue and Jessica took care of everything very quickly once we realized.
Molly S.
travel to Cancún
about 2 months ago
Jessica made the booking process seamless! We would absolutely book another trip through her, and recommend her to friends and family.
Kofi K.
travel to Cancún
3 months ago
Jessica made everything extremely seamless and was patient with all of my different needs, and super responsive throughout the entire process. I’d love to use her again for any all inclusives I plan on visiting in the future
Regina A.
travel to New York City
3 months ago
Henry Travel Co. was incredible to work with while planning our trip. She recommended amazing restaurants and activities, and put together a seamless itinerary that made everything so easy. She even rebooked our hotel at a lower rate when prices dropped, which was such a nice surprise. Highly recommend working with her.
Travel ideas (2)
Ski, Sip, Stay: Plan Your Perfect Breckenridge Getaway with This Expert Guide
Breckenridge, a quintessential mountain town in the Rockies, is one of the most popular ski destinations in the world. Known for its world-class skiing, the resort offers terrain for every level, from wide-open beginner runs to thrilling expert bowls. Off the slopes, the town comes alive with a vibrant après-ski scene, buzzing bars and cozy spots perfect for unwinding after a day in the snow. With breathtaking mountain views, award-winning restaurants and a lively Main Street brimming with history and character, it’s easy to see why Breckenridge is a must-visit for every skier and snowboarder’s bucket list!
Ski, Sip, Stay: Plan Your Perfect Breckenridge Getaway with This Expert Guide
Breckenridge, a quintessential mountain town in the Rockies, is one of the most popular ski destinations in the world. Known for its world-class skiing, the resort offers terrain for every level, from wide-open beginner runs to thrilling expert bowls. Off the slopes, the town comes alive with a vibrant après-ski scene, buzzing bars and cozy spots perfect for unwinding after a day in the snow. With breathtaking mountain views, award-winning restaurants and a lively Main Street brimming with history and character, it’s easy to see why Breckenridge is a must-visit for every skier and snowboarder’s bucket list!
Your Perfect Barcelona Getaway: A Three-Day Guide to Must-Sees and Insider Spots
Barcelona is a city full of life, where vibrant culture, rich history and modern energy come together. Whether you're exploring stunning Gothic architecture, enjoying delicious tapas or experiencing the buzzing nightlife at some of the best cocktail bars in the world, every moment here is unforgettable. On top of all that, Barcelona is incredibly easy to get to, with a major international airport that makes it the perfect starting point for exploring the rest of Spain. In this three-day guide, I’m sharing my favorite spots, insider tips and local secrets to help you fall in love with Barcelona.
Your Perfect Barcelona Getaway: A Three-Day Guide to Must-Sees and Insider Spots
Barcelona is a city full of life, where vibrant culture, rich history and modern energy come together. Whether you're exploring stunning Gothic architecture, enjoying delicious tapas or experiencing the buzzing nightlife at some of the best cocktail bars in the world, every moment here is unforgettable. On top of all that, Barcelona is incredibly easy to get to, with a major international airport that makes it the perfect starting point for exploring the rest of Spain. In this three-day guide, I’m sharing my favorite spots, insider tips and local secrets to help you fall in love with Barcelona.
Ski, Sip, Stay: Plan Your Perfect Breckenridge Getaway with This Expert Guide
Breckenridge, a quintessential mountain town in the Rockies, is one of the most popular ski destinations in the world. Known for its world-class skiing, the resort offers terrain for every level, from wide-open beginner runs to thrilling expert bowls. Off the slopes, the town comes alive with a vibrant après-ski scene, buzzing bars and cozy spots perfect for unwinding after a day in the snow. With breathtaking mountain views, award-winning restaurants and a lively Main Street brimming with history and character, it’s easy to see why Breckenridge is a must-visit for every skier and snowboarder’s bucket list!
Ski, Sip, Stay: Plan Your Perfect Breckenridge Getaway with This Expert Guide
Breckenridge, a quintessential mountain town in the Rockies, is one of the most popular ski destinations in the world. Known for its world-class skiing, the resort offers terrain for every level, from wide-open beginner runs to thrilling expert bowls. Off the slopes, the town comes alive with a vibrant après-ski scene, buzzing bars and cozy spots perfect for unwinding after a day in the snow. With breathtaking mountain views, award-winning restaurants and a lively Main Street brimming with history and character, it’s easy to see why Breckenridge is a must-visit for every skier and snowboarder’s bucket list!
Your Perfect Barcelona Getaway: A Three-Day Guide to Must-Sees and Insider Spots
Barcelona is a city full of life, where vibrant culture, rich history and modern energy come together. Whether you're exploring stunning Gothic architecture, enjoying delicious tapas or experiencing the buzzing nightlife at some of the best cocktail bars in the world, every moment here is unforgettable. On top of all that, Barcelona is incredibly easy to get to, with a major international airport that makes it the perfect starting point for exploring the rest of Spain. In this three-day guide, I’m sharing my favorite spots, insider tips and local secrets to help you fall in love with Barcelona.
Your Perfect Barcelona Getaway: A Three-Day Guide to Must-Sees and Insider Spots
Barcelona is a city full of life, where vibrant culture, rich history and modern energy come together. Whether you're exploring stunning Gothic architecture, enjoying delicious tapas or experiencing the buzzing nightlife at some of the best cocktail bars in the world, every moment here is unforgettable. On top of all that, Barcelona is incredibly easy to get to, with a major international airport that makes it the perfect starting point for exploring the rest of Spain. In this three-day guide, I’m sharing my favorite spots, insider tips and local secrets to help you fall in love with Barcelona.
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