Travel Advisor
Jackie Garraffa
Expertise
- Modern-luxe,
- Caribbean getaways,
- friend trips,
- wine weekends
Profile details
About
Professional vacationer, dog mom and wine enthusiast. Based in lower Westchester, but constantly living out of my suitcase.
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.
Jackie's travel guides & trip reports
Favorite hotels
Hotel El Convento
Long-time favorite in Old San Juan, with a traditional look and access to a sister beach club.
Fora Perks
- ★
$100 food / beverage credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Fontelunga Hotel
A successful mix of historic architecture and modern style at this guesthouse between Siena and Florence.
Fora Perks
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
- ★
Food / beverage credit.
Eden Roc Cap Cana
Punta Cana’s most upscale resort, with a private beach, kids’ clubs, and golf course privileges.
Fora Perks
- ★
$100 hotel / resort credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Gran Hotel Miramar
This family favorite has gorgeous views across the Bay of Malaga.
Get in touch with Jackie
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Jackie within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).