Cobblestone streets, candlelit dinners, sunset sails - Nantucket was made for romance. Whether celebrating an anniversary or just stealing time together, here's how to make the most of a couple's getaway.
Private Sunset Sail
Most Romantic Activity
Charter a sailboat for just the two of you. Watch the sun set over Nantucket from the water with champagne in hand. Unforgettable.
Dinner at The Chanticleer
Most Romantic Dinner
Rose-covered cottage, garden dining, French cuisine. If there's one dinner to reserve for romance, this is it.
Sconset Bluff Walk
Best Hand-Holding Walk
Stroll past rose-covered cottages with ocean views. End with lunch in the charming village. Perfect morning together.
Madaket Sunset
Best Free Romance
Pack wine, cheese, and a blanket. Watch the legendary sunset together. Simple, beautiful, unforgettable.
The Wauwinet
Most Romantic Stay
Secluded luxury hotel with impeccable service. Beach on both sides, world-class dining, total privacy. The ultimate romantic retreat.
Bike to Something Natural
Best Daytime Date
Rent bikes together and pedal to this legendary sandwich shop. Picnic in the garden, explore the island, enjoy the journey.
The Club Car Piano Bar
Best After Dinner
Classic cocktails and live piano in an elegant setting. The perfect way to extend a romantic evening.
Spa at White Elephant
Best Couples Spa
Side-by-side treatments with harbor views. Indulgent and relaxing - a perfect rainy day option.
Couples Tips
- Reserve romantic dinners 2-4 weeks ahead
- Off-season is more intimate (and affordable)
- Mention anniversaries when booking
- Sunset times change - plan accordingly
- Rent one bike with a front basket for picnic supplies