WHAT TO DO IN NANTUCKET DURING THE OFF SEASON
There’s been a lot of incredible trips I’ve been able to take through the years and my recent visit to Nantucket was one of them. I was very fortunate to travel to Nantucket with Allie last week via Tradewind Aviation for a few days at Greydon House.
Tradewind operates both on-demand private charter and scheduled “Shuttle” service throughout the U.S. and Caribbean. We flew from White Plains to Nantucket and it was one of the most incredible experiences to have a plane to ourselves and arrive to the island in under a hour. This was such an amazing experience and can’t recommend enough booking!
WHERE TO STAY
The Greydon House is seriously one of the dreamiest hotels I’ve ever been to. This 20-room boutique hotel is located right in downtown Nantucket, so it’s perfect if you don’t have a car while on the island and can easily walk around to all the best dining and shops.
The hotel’s design by Roman and Williams feels so classic Nantucket, with a modern twist. Each room is unique in their own way and Rooms feature Roman and Williams custom-designed beds, John Robshaw bedding, and bathrooms featuring nautical-inspired Waterworks faucets, hand-painted Portuguese tiled showers, and Acqua di Parma amenities. The hotel feels like a hip-meets-historic boutique hotel whose carefully chosen collection of antiques weaves the story of Nantucket piece by piece.
WHERE TO EAT
Bar Yoshi is one of Allie’s favorite spots and I’m so happy I finally got to try it. From the cocktails to the sushi to the entrees, everything was perfection and it will be a must visit my next trip.
The restaurant and bar at Greydon House, Via Mare, is helmed by the team behind popular Nantucket restaurants Ventuno and Pizzeria Gemelle. The menu is focused on a range of small plates, so perfect for sharing. This was one of my favorite meals of the trip thanks to their incredible pastas, fresh veggies and of course, heavenly desserts.
A newer spot on the island is Sister Ship in the Faraway Hotel. The dishes are seafood focused (a must on Nantucket) and the space is decorated to perfection. The ideal place to sip on a cocktail and kick off vacation.
If you’re looking for ultimate “Coastal Grandmother Vibes,” this adorable bakery and coffee shop feels straight out of a Nancy Meyers movie. Come here for a latte and pastry before starting your day.
If you head out to Sconset, head to The Wauwinet Hotel for a classic hotel breakfast. The space is beautiful and best of all, it’s right on the water so you can soak up all the island views.
A favorite spot of mine since my first visit to Nantucket, The Nautilus still is the must have spot for dinner. We arrived for an early dinner at 5:30 before our flight and it was already packed so make sure to arrive early to put your name in!
WHAT TO DO
Bike Ride and Explore
Whether you decide to go by bike or by foot, exploring Nantucket and wandering the streets is one of my favorite activities. There is so much real estate eye candy, it’s easy to spend hours observing the gorgeous homes on the island.
Best thing to do during the off season? Relax! The weather varied from sunny to rainy, so we worked from the hotel and caught up on sleep and in my opinion, that’s what vacation is all about.