Jackie Garraffa
Jackie Garraffa
Ask me about
My Story
Professional vacationer, dog mom and wine enthusiast. Based in lower Westchester, but constantly living out of my suitcase.
My Travel Style
Culture and history combined with amazing eats and drinks are at the heart of every trip I plan. I am here for new, trendy and Instagram-worthy spots just as much as I am for the local taco shack on the outskirts of town. Centrally located hotels with great architecture and character are my go-to (huge plus if they have a rooftop bar!). My passion is helping people create memories that will last a lifetime, whatever that may mean to them. I believe travel is an individual experience and I love curating trips that burst with personality. Above all, I’m always looking for once-in-a-lifetime experiences with the perfect mixture of relaxation and fun.
My travel ideas (1)
Rich History & Incredible Nightlife of Old San Juan, Puerto Rico
There is no place quite like Old San Juan. Watching the sunset over the water from the Castillo San Felipe del Morro is a dream. San Juan is a city rich in history, architecture and of course, incredible eats. Old San Juan — just a few blocks away from its commercialized neighbors, Condado and Isla Verde — and its historic center, is known for pastel hued houses that line its cobblestone streets featuring fun bars, boutique shopping, and a plethora of Caribbean-fusion restaurants. It is on these streets that internationally-ranked Reggaeton is born, where salsa and merengue are danced at all times of the night, where mofongo (plantain mash) smells fill the alleyways, and life is lived a little bit more intensely.
Rich History & Incredible Nightlife of Old San Juan, Puerto Rico
There is no place quite like Old San Juan. Watching the sunset over the water from the Castillo San Felipe del Morro is a dream. San Juan is a city rich in history, architecture and of course, incredible eats. Old San Juan — just a few blocks away from its commercialized neighbors, Condado and Isla Verde — and its historic center, is known for pastel hued houses that line its cobblestone streets featuring fun bars, boutique shopping, and a plethora of Caribbean-fusion restaurants. It is on these streets that internationally-ranked Reggaeton is born, where salsa and merengue are danced at all times of the night, where mofongo (plantain mash) smells fill the alleyways, and life is lived a little bit more intensely.
Rich History & Incredible Nightlife of Old San Juan, Puerto Rico
There is no place quite like Old San Juan. Watching the sunset over the water from the Castillo San Felipe del Morro is a dream. San Juan is a city rich in history, architecture and of course, incredible eats. Old San Juan — just a few blocks away from its commercialized neighbors, Condado and Isla Verde — and its historic center, is known for pastel hued houses that line its cobblestone streets featuring fun bars, boutique shopping, and a plethora of Caribbean-fusion restaurants. It is on these streets that internationally-ranked Reggaeton is born, where salsa and merengue are danced at all times of the night, where mofongo (plantain mash) smells fill the alleyways, and life is lived a little bit more intensely.
Rich History & Incredible Nightlife of Old San Juan, Puerto Rico
There is no place quite like Old San Juan. Watching the sunset over the water from the Castillo San Felipe del Morro is a dream. San Juan is a city rich in history, architecture and of course, incredible eats. Old San Juan — just a few blocks away from its commercialized neighbors, Condado and Isla Verde — and its historic center, is known for pastel hued houses that line its cobblestone streets featuring fun bars, boutique shopping, and a plethora of Caribbean-fusion restaurants. It is on these streets that internationally-ranked Reggaeton is born, where salsa and merengue are danced at all times of the night, where mofongo (plantain mash) smells fill the alleyways, and life is lived a little bit more intensely.