The island's undisputed pinnacle — AAA Five Diamond, Relais & Château, and a wine cellar of 2,000 bottles overlooking Nantucket Bay at its most serene.
The Full Picture
At the end of a country road, beyond the town and its summer crowds, sits The Wauwinet — Nantucket's only Relais & Château property and the island's single most convincing argument for making the journey. The inn itself dates from 1876; TOPPER'S, its restaurant, operates at a level of ambition and achievement that commands attention well beyond the borders of New England.
The dining room overlooks Nantucket Bay from a position of such quiet authority that arriving guests often pause simply to absorb the view before consulting the menu. Inside, the aesthetic is refined resort: warm lighting, considered art on the walls, white tablecloths set with the precision that AAA Five Diamond recognition requires. Alfresco seating on the lawn in summer months extends that view into the full panoramic experience it deserves.
Executive chef Kyle Zachary's kitchen centres on the finest coastal and regional produce, including a pistachio-crusted halibut alongside the seafood plates. Butter-poached lobster spaghetti captures both the island's maritime identity and the kitchen's classical technique. Pan-roasted Nantucket bay scallops — when in season, November onwards — represent the single best way to understand what the island's waters produce at their most pristine. The wine programme holds over 2,000 bottles with rare verticals and is the recipient of Wine Spectator's Grand Award for the 29th consecutive year, which is the kind of achievement that requires not just investment but decades of commitment to the craft.
The hotel offers a complimentary jitney from downtown Nantucket Town, which eliminates the car logistics entirely and frames the arrival as a departure from the ordinary. Alternatively, the hotel's shuttle boat in peak season converts the transit into part of the event. Either way, the journey prepares you for what TOPPER'S delivers: a meal that remains in conversation for years.
Why Topper's Is Perfect for a Proposal
Few restaurants in New England — few restaurants anywhere — provide the convergence of elements that a proposal demands: genuine privacy, real beauty, serious cooking, and a staff trained in discretion. Topper's delivers all four without effort. The table by the window overlooking the bay provides a framing device that no florist or decorator can compete with. The food is serious enough to justify the occasion and relaxed enough not to overshadow it. Wine Spectator's best cellar on the island ensures the toast will be memorable. Request the specific window table when booking; lead time of four to six weeks is prudent during peak season. The hotel will assist with any additional arrangements.
Not for a casual or budget dinner, or a quick walk-in — Topper's is a jacket-suggested, prix-fixe destination at the far end of the island that books four to six weeks ahead, and it closes for the winter from late October.
Frequently Asked
Who is the chef at Topper's at The Wauwinet?
Executive chef Kyle Zachary leads the kitchen at Topper's, the restaurant of The Wauwinet, Nantucket's only Relais & Châteaux property. His contemporary American menu leans on island and regional seafood, from butter-poached lobster spaghetti to pan-roasted Nantucket bay scallops when they come into season in November.
How much does dinner cost at Topper's?
Topper's serves multi-course prix-fixe and tasting menus rather than à la carte. The resort's published 2026 menus put special-event dinners created by Chef Kyle at $135 for four courses and $165 for a three-course dinner with entertainment; the standard prix-fixe price is quoted on booking.
Where is Topper's at The Wauwinet?
Topper's sits inside The Wauwinet inn at 120 Wauwinet Road, on Nantucket's northeast shore at the end of a country road beyond the town, Massachusetts 02584. The inn runs a complimentary jitney and a seasonal shuttle boat from downtown Nantucket Town to the restaurant.
What awards has Topper's won?
Topper's holds Wine Spectator's Grand Award — the program's highest honor for its 2,000-bottle cellar — for the 29th consecutive year, and is Nantucket's only AAA Five Diamond restaurant. The Wauwinet itself is the island's only Relais & Châteaux property.
What is Topper's known for?
Topper's is known for refined contemporary American cooking with Nantucket Bay views from a Relais & Châteaux inn. Signature dishes include butter-poached lobster spaghetti, pan-roasted Nantucket bay scallops and pistachio-crusted halibut, paired from a Wine Spectator Grand Award cellar of more than 2,000 bottles.