Lauren Natalino
She/HerBased in The Windy City | CHICAGO
English
Trips starting at $500/night
Lauren Natalino
Ask me about
My Story
I am Lauren Maria, I live an active lifestyle, am a part-time home health therapist and barre Instructor, and have an immense passion for traveling the world. As a globetrotting explorer, I bring insider knowledge, exclusive connections, VIP travel perks, and a sharp eye for the extraordinary. I specialize in seamless, personalized trips. Every detail reflects your style, rhythm, and your dreams—whether it’s a family getaway, honeymoon, or bucket-list adventure, making both the planning and the journey effortless and unforgettable. My clients don’t just visit destinations—they live them.
Travel Style
I’m drawn to travel that combines awe-inspiring, beautiful beach views, mouthwatering food, and rich culture. I seek travel that captivates my heart and creates lasting memories. Whether it’s cliffside dining in the Algarve to Hawaiian tropical rainforest safaris. Or hands-on culinary experiences in the Peloponnese, and private yachting under Santorini sunsets. Every detail designed—with romance, elegance, intention, and style.
Reviews (9)
Doreen M.
travel to Palm Beach
about 1 month ago
Lauren planned such a wonderful trip for us to Aruba! She helped us find the perfect hotel right on Palm Beach, arranged our airport transfers, and gave us so many great restaurant recommendations. Everything went so smoothly, and it was so nice not having to worry about all the details.
She was always quick to answer our questions and made sure everything was taken care of before we left. You can really tell she loves what she does and wants everyone to have a great vacation.
We had an amazing time, and I would definitely recommend Lauren to anyone planning a trip. We'll absolutely be using her again!
Alison Z.
travel to Andalusia
about 2 months ago
Anthony C.
travel to Palm Beach
about 2 months ago
I cannot recommend Lauren enough! She went above and beyond to make sure every detail of our Aruba 40th birthday trip was perfectly planned for 4 couples. Her communication was excellent, her recommendations were spot on. She even had arranged a sunset celebration dinner on the beach with a custom cake delivered to the beach by a pastry chef for our two birthday guests with their favorite flavors. It blew us away.
One of the most thoughtful surprises was receiving a travel swag bag before our trip. It was such a personal touch and made us feel truly valued as clients. Her attention to detail and genuine care made us feel confident and excited throughout the entire planning process.
Thanks to Lauren’s expertise, our travel experience was seamless, enjoyable, and memorable. We look forward to working with her again for our future Italy trip and would highly recommend her to anyone looking for exceptional service and an stress-free travel planning experience.
Nicholas N.
travel to Aruba
about 2 months ago
This was our second couples' Caribbean vacation booked with Lauren, and once again she delivered an amazing experience! From the planning process to the trip itself, everything was seamless. She listened to exactly what we wanted, provided excellent recommendations, and handled all the details so we could simply relax and enjoy our vacation.
Lauren is knowledgeable, responsive, and truly goes above and beyond for her clients. Her attention to detail and personalized service make all the difference. We always feel confident knowing she has everything covered.
We highly recommend Lauren to anyone looking for a stress-free and memorable vacation, and we can’t wait to book our next trip with her!
Stephanie W.
travel to Cayman Islands
2 months ago
I’m completely blown away by Lauren and her exceptional customer service! She embodies everything you could want in a travel agent and consistently goes above and beyond in every aspect of the planning process. From helping us choose the perfect destination to handling last-minute flight changes with ease, she was an absolute pleasure to work with. Her attention to detail, professionalism, and dedication made our entire experience stress-free and enjoyable. We can’t wait to plan our next trip with her and highly recommend her to anyone looking for outstanding travel expertise!
Doreen M.
travel to Palm Beach
about 1 month ago
Lauren planned such a wonderful trip for us to Aruba! She helped us find the perfect hotel right on Palm Beach, arranged our airport transfers, and gave us so many great restaurant recommendations. Everything went so smoothly, and it was so nice not having to worry about all the details.
She was always quick to answer our questions and made sure everything was taken care of before we left. You can really tell she loves what she does and wants everyone to have a great vacation.
We had an amazing time, and I would definitely recommend Lauren to anyone planning a trip. We'll absolutely be using her again!
Alison Z.
travel to Andalusia
about 2 months ago
Anthony C.
travel to Palm Beach
about 2 months ago
I cannot recommend Lauren enough! She went above and beyond to make sure every detail of our Aruba 40th birthday trip was perfectly planned for 4 couples. Her communication was excellent, her recommendations were spot on. She even had arranged a sunset celebration dinner on the beach with a custom cake delivered to the beach by a pastry chef for our two birthday guests with their favorite flavors. It blew us away.
One of the most thoughtful surprises was receiving a travel swag bag before our trip. It was such a personal touch and made us feel truly valued as clients. Her attention to detail and genuine care made us feel confident and excited throughout the entire planning process.
Thanks to Lauren’s expertise, our travel experience was seamless, enjoyable, and memorable. We look forward to working with her again for our future Italy trip and would highly recommend her to anyone looking for exceptional service and an stress-free travel planning experience.
Nicholas N.
travel to Aruba
about 2 months ago
This was our second couples' Caribbean vacation booked with Lauren, and once again she delivered an amazing experience! From the planning process to the trip itself, everything was seamless. She listened to exactly what we wanted, provided excellent recommendations, and handled all the details so we could simply relax and enjoy our vacation.
Lauren is knowledgeable, responsive, and truly goes above and beyond for her clients. Her attention to detail and personalized service make all the difference. We always feel confident knowing she has everything covered.
We highly recommend Lauren to anyone looking for a stress-free and memorable vacation, and we can’t wait to book our next trip with her!
Travel ideas (2)

Grand Cayman in the Caribbean: A Curated Guide
Grand Cayman is special to me for its effortless blend of natural beauty and genuine hospitality. Seven Mile Beach, with its soft white sand and impossibly turquoise water, feels like a postcard brought to life—calm, clear, and endlessly inviting. What truly elevates the experience, though, are the warm, welcoming people of the island and the exceptional level of service found throughout its resorts and restaurants. It’s a destination where stunning scenery meets heartfelt Caribbean charm

Grand Cayman in the Caribbean: A Curated Guide
Grand Cayman is special to me for its effortless blend of natural beauty and genuine hospitality. Seven Mile Beach, with its soft white sand and impossibly turquoise water, feels like a postcard brought to life—calm, clear, and endlessly inviting. What truly elevates the experience, though, are the warm, welcoming people of the island and the exceptional level of service found throughout its resorts and restaurants. It’s a destination where stunning scenery meets heartfelt Caribbean charm

Ancient & Serene: 4 Ways to Island-Hop Greece
Island-hopping in Greece is a journey that captures history, style, and timeless beauty. Start in Athens, where ancient landmarks set the scene, then drift to Paros and Antiparos for chic beaches, hidden caves, and a relaxed island vibe. Continue on to Santorini, celebrated for its iconic sunsets and dramatic cliffs, before ending in the Peloponnese, where coastal luxury and unspoiled landscapes complete the experience. This is Greece at its most authentic and enchanting!

Ancient & Serene: 4 Ways to Island-Hop Greece
Island-hopping in Greece is a journey that captures history, style, and timeless beauty. Start in Athens, where ancient landmarks set the scene, then drift to Paros and Antiparos for chic beaches, hidden caves, and a relaxed island vibe. Continue on to Santorini, celebrated for its iconic sunsets and dramatic cliffs, before ending in the Peloponnese, where coastal luxury and unspoiled landscapes complete the experience. This is Greece at its most authentic and enchanting!

Grand Cayman in the Caribbean: A Curated Guide
Grand Cayman is special to me for its effortless blend of natural beauty and genuine hospitality. Seven Mile Beach, with its soft white sand and impossibly turquoise water, feels like a postcard brought to life—calm, clear, and endlessly inviting. What truly elevates the experience, though, are the warm, welcoming people of the island and the exceptional level of service found throughout its resorts and restaurants. It’s a destination where stunning scenery meets heartfelt Caribbean charm

Grand Cayman in the Caribbean: A Curated Guide
Grand Cayman is special to me for its effortless blend of natural beauty and genuine hospitality. Seven Mile Beach, with its soft white sand and impossibly turquoise water, feels like a postcard brought to life—calm, clear, and endlessly inviting. What truly elevates the experience, though, are the warm, welcoming people of the island and the exceptional level of service found throughout its resorts and restaurants. It’s a destination where stunning scenery meets heartfelt Caribbean charm

Ancient & Serene: 4 Ways to Island-Hop Greece
Island-hopping in Greece is a journey that captures history, style, and timeless beauty. Start in Athens, where ancient landmarks set the scene, then drift to Paros and Antiparos for chic beaches, hidden caves, and a relaxed island vibe. Continue on to Santorini, celebrated for its iconic sunsets and dramatic cliffs, before ending in the Peloponnese, where coastal luxury and unspoiled landscapes complete the experience. This is Greece at its most authentic and enchanting!

Ancient & Serene: 4 Ways to Island-Hop Greece
Island-hopping in Greece is a journey that captures history, style, and timeless beauty. Start in Athens, where ancient landmarks set the scene, then drift to Paros and Antiparos for chic beaches, hidden caves, and a relaxed island vibe. Continue on to Santorini, celebrated for its iconic sunsets and dramatic cliffs, before ending in the Peloponnese, where coastal luxury and unspoiled landscapes complete the experience. This is Greece at its most authentic and enchanting!
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