The Most Romantic Places on Nantucket

There’s something about a place that prides itself in its preservation—cobblestones laid nearly two centuries ago, still there today, exactly as they were (as one small example)—that’s inherently romantic. Where everywhere you turn, there’s a nostalgic nook, a charming cranny. That being said, there aren’t truly places that are “most” romantic on Nantucket, because, well, everywhere is—and some might hold a particularly special memory or place in your heart. However, if we must choose a few spots that speak a universal love language, you’ll find them (hotels, restaurants, and sights) below.


Stay

The Wauwinet
Located on the northeastern end of the island, The Wauwinet is a secluded respite from the rest of the island. It not only offers beautiful, waterfront rooms, but also fine dining at its onsite restaurant (Topper’s), access to a private beach, and more.

the courtyard at sister ship restaurant faraway hotel nantucket

Faraway Nantucket

Faraway
Nestled in the heart of Nantucket's Historic District, Faraway is a delight from the design down to the experience. With common space that you’d be hard-pressed to find elsewhere in town, it features a picturesque patio spotted with rattan furniture and carefully-crafted cocktails alongside its seafood-centric restaurant, Sister Ship. For even more privacy, the Federal Suite is a single-family home on the property that boasts its own patio and private entrance.

The Cottages at Nantucket Boat Basin

The Cottages at Nantucket Boat Basin

The Cottages at Nantucket Boat Basin offer a quintessential island retreat, providing a unique blend of waterfront luxury and maritime charm. Nestled along the scenic Nantucket Harbor, these beautifully appointed cottages boast stunning views of sailboats and historic vessels. With their nautical-inspired interiors and modern amenities, The Cottages provide an intimate and comfortable escape, allowing guests to immerse themselves in the authentic seafaring atmosphere of Nantucket while enjoying the convenience of a premier waterfront location.

greydon house hotel nantucket via mare restaurant

Greydon House

Greydon House

Stepping into the Greydon House is like stepping back in time, yet enveloped in modern luxury, making it one of Nantucket's most romantic spots within steps from the ferries. From the original fireplaces to the exposed beams, the lovingly preserved historic details radiate warmth and whisper tales of centuries past, creating an intimate and timeless atmosphere perfect for couples seeking a truly special getaway. Even more, it’s one of the few properties open year-round.


Dine & Imbibe

chanticleer restaurant nantucket

Chanticleer

Chanticleer

It doesn’t get much more charming than Chanticleer. Tucked away in the heart of Siasconset village, Chanticleer offers a unique blend of classic and contemporary American cuisine within a historic and charming setting. Renowned for its meticulously crafted dishes, intimate ambiance, and a meticulously curated wine list, Chanticleer stands as a celebrated destination for those seeking a gourmet journey amidst the island's timeless allure.

Galley Beach
Celebrated for its prime beach-set location and photogenic sunsets, Galley Beach provides a romantic backdrop for its upscale coastal cuisine.

American Seasons
Known for its farm-to-table approach, American Seasons offers a cozy, candlelit atmosphere that’s almost as comfortable as being in your own home. The menu features innovative American cuisine with a focus on locally sourced ingredients.

Via Mare

With its warm and inviting ambiance carefully curated by interior design firm Roman and Williams, Via Mare crafts an experience where fresh, locally sourced ingredients meet the flavors of coastal Italy, in the heart of the island. From seafood delights to delectable pasta dishes, Via Mare captures the essence of Nantucket's maritime charm while offering a culinary journey that transports diners to the sun-kissed shores of the Mediterranean.

The Proprietors

The Proprietors

Proprietors offers a decidedly grown-up take on island romance. This intimate, dimly lit haven, tucked away from the bustle, beckons with a menu of globally-inspired small plates, perfect for sharing (and sparking conversation). Think flickering candlelight, intriguing flavors, and a hushed ambiance that whispers promises of stolen kisses and lingering glances—the perfect setting for a sophisticated tête-à-tête.


Explore

Brant Point Lighthouse, Nantucket

Brant Point Lighthouse

Undoubtedly one of the most photographed landmarks on Nantucket, Brant Point Lighthouse stands at the entrance of Nantucket Harbor. Built in 1746, this historic lighthouse offers breathtaking panoramic views of the surrounding seascape, making it a romantic destination just a short walk from Main Street, particularly during sunset. The gentle beacon of Brant Point Lighthouse not only guides seafarers safely home but also serves as a picturesque symbol of Nantucket's maritime heritage and natural beauty.

The ‘Sconset Bluff Walk

A scenic coastal path along the eastern edge of Siasconset village on Nantucket, the ‘Sconset Bluff Walk provides some of the best ocean views along the island's rugged shoreline. Traced with charming rose-covered cottages, the walk offers a perfect blend of natural beauty and architectural charm for those seeking both tranquility and coastal allure on island.

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