Jessica Sifrig
She/Her
Based in St. Petersburg, FL
Speaks English
Trip budgets start at $500/night
Jessica Sifrig
Ask me about
My Story
Luxury Travel, tailored to you.
My 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.
My reviews (15)
Joseph K.
3 months ago
Very responsive and helped me through every step of the process! Also got a complimentary room upgrade when we got to the resort which was a nice surprise. Definitely will book out next trip through her!
Katya R.
3 months ago
Booking with Jessica was great! It was my first time using a travel agent and I’m so glad I did! It was so much easier and really took a lot of the stress of planning a trip away. It was really nice to feel taken care of. The private transfers to and from the airport were really nice. And we got an amazing room upgrade with a semi private swim up pool as well as spa credits, early check in, and late check out. I would 10/10 recommend her as well as book with her again in the future!!
Nate F.
3 months ago
Working with Jessica made planning our trip such a wonderful experience. She went above and beyond—always incredibly quick to respond, clear in her communication, and so helpful with every little detail. She answered all of our questions right away and made the process leading up to the trip that much better. She even shared a full PDF of recommendations for the resort, which my husband and I referred back to throughout the entire trip. It was so helpful to have something like that laid out for us, and it truly made everything easier. My husband and I really wanted a honeymoon trip where we didn’t have to plan out too much or think too much into things, so it was really nice having someone to help us along the way with reservations, questions, etc. We are so grateful for her professionalism and kindness, and would highly recommend her to anyone looking for a thoughtful and reliable travel advisor.
Caitlin H.
3 months ago
Jessica was great! She was super responsive and gave us many detailed options that fit our budget, wants, and gave us great perks!
Breana H.
5 months ago
10/10, Jessica was PERFECT! I have no feedback on how she can improve her services. Shes attentive and super prompt. We wanted to change our shuttle last minute and she was available via text within minutes; faster than the concierge on the property. Thank you so much Jessica Ive already told 4 other people about you.
Joseph K.
3 months ago
Very responsive and helped me through every step of the process! Also got a complimentary room upgrade when we got to the resort which was a nice surprise. Definitely will book out next trip through her!
Katya R.
3 months ago
Booking with Jessica was great! It was my first time using a travel agent and I’m so glad I did! It was so much easier and really took a lot of the stress of planning a trip away. It was really nice to feel taken care of. The private transfers to and from the airport were really nice. And we got an amazing room upgrade with a semi private swim up pool as well as spa credits, early check in, and late check out. I would 10/10 recommend her as well as book with her again in the future!!
Nate F.
3 months ago
Working with Jessica made planning our trip such a wonderful experience. She went above and beyond—always incredibly quick to respond, clear in her communication, and so helpful with every little detail. She answered all of our questions right away and made the process leading up to the trip that much better. She even shared a full PDF of recommendations for the resort, which my husband and I referred back to throughout the entire trip. It was so helpful to have something like that laid out for us, and it truly made everything easier. My husband and I really wanted a honeymoon trip where we didn’t have to plan out too much or think too much into things, so it was really nice having someone to help us along the way with reservations, questions, etc. We are so grateful for her professionalism and kindness, and would highly recommend her to anyone looking for a thoughtful and reliable travel advisor.
Caitlin H.
3 months ago
Jessica was great! She was super responsive and gave us many detailed options that fit our budget, wants, and gave us great perks!
My 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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