
Kristen Messina
Based in Westchester, New York
Kristen Messina
Ask me about
My Story
Constantly dreaming about my next destination to explore.
My Travel Style
With family roots in Italy, I have a deep personal connection to the country and specialize in crafting immersive Italian itineraries — from the sun-drenched coasts of Puglia to the vineyard-covered hills of Tuscany. I believe the best way to experience a destination is from the water, and I often include private boat tours and scenic coastal excursions to offer a fresh perspective. My itineraries are thoughtfully curated around discovering hidden culinary and wine gems, bringing travelers closer to the authentic flavors and traditions of every destination. I love doing the legwork so my clients can simply relax and enjoy every moment of their vacation.
My reviews (2)
Nicole C.
6 months ago
Working with Kristen been nothing short of extraordinary. From our very first conversation, it was clear that I wasn’t just another client—I was someone she genuinely cared about giving an unforgettable experience to. Her attention to detail is next-level. She thought of everything before I even had the chance to ask—flights, transfers, hotel upgrades, restaurant reservations, local tips, and even a surprise amenity waiting at check-in!
She made the planning process feel completely effortless. She’s organized, thoughtful, incredibly responsive, and so easy to work with. No question was too small, no request too complex. She really listened and then curated an itinerary that fit my travel style perfectly—balancing adventure with relaxation and hitting every destination on my wish list.
It’s rare to find someone this dedicated, passionate, and professional. If you’re looking for a travel agent who goes above and beyond, who makes travel not just smooth but magical—look no further than Kristen. She is the best.
Already dreaming of my next trip—only with her help, of course!
Janice C.
6 months ago
My husband and I had a vision for our trip to Sicily. Kristen curated an itinerary that matched perfectly. She was incredibly knowledgeable about the destination. Her recommendations for hotels was outstanding. We enjoyed our unique hotels in each city. Kristen chose tours and activities that suited us well. Every detail was handled flawlessly, from our transfers between cities to our culinary experience. She really knows great food, bites, and aperitivos in Italy! Kristen was always quick to respond and available to answer our questions. She made it a point to periodically check in with us while we were away, and we truly appreciated the open communication. Thanks to her planning, we had a very memorable trip to Sicily. I would absolutely use Kristen's services again and highly recommend her to anyone planning a trip.
Nicole C.
6 months ago
Working with Kristen been nothing short of extraordinary. From our very first conversation, it was clear that I wasn’t just another client—I was someone she genuinely cared about giving an unforgettable experience to. Her attention to detail is next-level. She thought of everything before I even had the chance to ask—flights, transfers, hotel upgrades, restaurant reservations, local tips, and even a surprise amenity waiting at check-in!
She made the planning process feel completely effortless. She’s organized, thoughtful, incredibly responsive, and so easy to work with. No question was too small, no request too complex. She really listened and then curated an itinerary that fit my travel style perfectly—balancing adventure with relaxation and hitting every destination on my wish list.
It’s rare to find someone this dedicated, passionate, and professional. If you’re looking for a travel agent who goes above and beyond, who makes travel not just smooth but magical—look no further than Kristen. She is the best.
Already dreaming of my next trip—only with her help, of course!
Janice C.
6 months ago
My husband and I had a vision for our trip to Sicily. Kristen curated an itinerary that matched perfectly. She was incredibly knowledgeable about the destination. Her recommendations for hotels was outstanding. We enjoyed our unique hotels in each city. Kristen chose tours and activities that suited us well. Every detail was handled flawlessly, from our transfers between cities to our culinary experience. She really knows great food, bites, and aperitivos in Italy! Kristen was always quick to respond and available to answer our questions. She made it a point to periodically check in with us while we were away, and we truly appreciated the open communication. Thanks to her planning, we had a very memorable trip to Sicily. I would absolutely use Kristen's services again and highly recommend her to anyone planning a trip.
My travel ideas (1)

Summer of Romance in Sardinia: Where To Stay, Eat, and Explore for Couples
Sardinia is a Mediterranean gem where time seems to slow down just for you. Whether you’re exploring historical villages, savoring fresh seafood by the sea, or discovering hidden coves only reachable by boat, every moment feels intimate and unforgettable. The island’s rich blend of Italian luxury and untouched beauty creates a dreamlike setting for romance. With its stunning beaches and warm, welcoming culture, Sardinia is more than a destination—it’s an experience made for two.

Summer of Romance in Sardinia: Where To Stay, Eat, and Explore for Couples
Sardinia is a Mediterranean gem where time seems to slow down just for you. Whether you’re exploring historical villages, savoring fresh seafood by the sea, or discovering hidden coves only reachable by boat, every moment feels intimate and unforgettable. The island’s rich blend of Italian luxury and untouched beauty creates a dreamlike setting for romance. With its stunning beaches and warm, welcoming culture, Sardinia is more than a destination—it’s an experience made for two.

Summer of Romance in Sardinia: Where To Stay, Eat, and Explore for Couples
Sardinia is a Mediterranean gem where time seems to slow down just for you. Whether you’re exploring historical villages, savoring fresh seafood by the sea, or discovering hidden coves only reachable by boat, every moment feels intimate and unforgettable. The island’s rich blend of Italian luxury and untouched beauty creates a dreamlike setting for romance. With its stunning beaches and warm, welcoming culture, Sardinia is more than a destination—it’s an experience made for two.

Summer of Romance in Sardinia: Where To Stay, Eat, and Explore for Couples
Sardinia is a Mediterranean gem where time seems to slow down just for you. Whether you’re exploring historical villages, savoring fresh seafood by the sea, or discovering hidden coves only reachable by boat, every moment feels intimate and unforgettable. The island’s rich blend of Italian luxury and untouched beauty creates a dreamlike setting for romance. With its stunning beaches and warm, welcoming culture, Sardinia is more than a destination—it’s an experience made for two.
My travel photos




