Top 30 Best Luxury romantic getaways in Southold, New York

Layla Sailing is a premier travel agency located at 1410 Manhanset Avenue in Greenport, New York. Specializing in sailing adventures, Layla Sailing offers a unique and unforgettable experience for those looking to explore the open waters.

Welcome to New Vine Wine Tours, your premier destination for unforgettable winery, brewery, and distillery tour experiences on the North Fork of Long Island.

Arbor View House Bed and Breakfast is a luxurious lodging and spa institution located at 8900 Main Road, East Marion, New York, United States.

Welcome to The Harvest Inn, your serene retreat nestled in the heart of Long Island's picturesque North Fork.

The Inn At Harbor Knoll is a charming lodging establishment located in the heart of Greenport, New York. Situated at 424 4th Street, this beautiful inn offers guests a peaceful and luxurious retreat overlooking the picturesque harbor.

Hotel Moraine is a charming lodging establishment located at 62005 County Road 48 in Greenport, New York. Situated in the heart of the United States, this hotel offers a peaceful and serene atmosphere for guests to relax and unwind.

Truman Beach is a beautiful waterfront park located at 19340 Main Road in East Marion, New York. This serene and picturesque park offers stunning views of the Long Island Sound and a sandy beach perfect for sunbathing and swimming.

Welcome to Ev&Em Vineyards, a charming oasis nestled in the heart of Long Island's famed North Fork wine country.

Welcome to Rose Hill Vineyards & Inn, a charming retreat nestled in the heart of Long Island’s North Fork.

Shorecrest Bed & Breakfast is a charming lodging located in Southold, New York. Situated at 54300 County Road 48, this cozy bed and breakfast offers a relaxing and peaceful retreat for guests looking to escape the hustle and bustle of city life.

Welcome to North Fork Table & Inn, a charming retreat nestled in the heart of Southold, New York.

Welcome to Sannino Vineyard, your idyllic retreat nestled in the heart of Long Island Wine Country at 15975 County Road 48, Cutchogue, New York.

American Beech is a charming institution located at 300 Main Street in the picturesque town of Greenport, New York. This versatile establishment offers a range of services including a bar, restaurant, and lodging accommodations.

The Cliffside Resort Condominiums, located at 61475 North Road in Greenport, New York, offers luxurious and comfortable lodging in a stunning waterfront setting.

The Blue Inn at North Fork is a charming lodging institution located at 7850 Main Road in East Marion, New York, United States. Situated near North Fork's Greenport, The Blue Inn offers picturesque accommodations with pet-friendly rooms.

The Lin Beach House is a charming seaside retreat located at 455 New York 25 in Greenport, New York. This cozy institution offers a unique blend of delicious food and comfortable lodging, making it the perfect destination for a relaxing getaway.

Long Island North Fork Wine Tours offers a unique and enjoyable way to explore the renowned wineries of the North Fork region in New York.

The Pequot Inn is a charming restaurant located at 775 Montauk Avenue in Fishers Island, New York. Known for its cozy atmosphere and delicious food, this institution offers a variety of dishes to satisfy any palate.

Townsend Manor Inn is a charming lodging establishment located at 714 Main Street in the picturesque town of Greenport, New York.

Sound View Greenport is a charming waterfront lodging located in the picturesque town of Greenport, New York.

Welcome to The Coffey House Bed & Breakfast, located at 5705 Main Road in the charming town of East Marion, New York. Our cozy and inviting establishment offers a peaceful retreat for travelers looking to escape the hustle and bustle of city life.

Welcome to our 4 bedroom beachfront rental house located near vineyards in East Marion, New York.

Welcome to Surprise- Sailing Yacht Charters, your premier travel agency offering unforgettable nautical experiences from the charming town of Greenport, New York.

Welcome to Polar Charters: Your Gateway to Sailing Adventures in Peconic Bay Located at 525 Orchard Street, New Suffolk, New York, Polar Charters is your premier travel agency specializing in unforgettable sailing experiences.

Welcome to the online home of Stephen Karl, Real Estate Salesperson at Daniel Gale Sotheby's International Realty, located at 114 Main Street, Greenport, New York 11944.

Welcome to Wells House Bed & Breakfast, your charming home away from home nestled in the heart of Greenport, New York. Located at 530 Main Street, our historic B&B offers a perfect blend of comfort, elegance, and warm hospitality.

The Stirling House is a charming lodging institution located at 104 Bay Avenue in Greenport, New York. This historic building offers a cozy and welcoming atmosphere for guests looking to relax and unwind in the heart of the North Fork.

One Love Beach is a vibrant and trendy store located at 211 Main Street in Greenport, New York. This unique institution offers a wide range of clothing and jewelry items that are perfect for those who love the beach lifestyle.

Blue Space on the North Fork is a trendy clothing store located in the heart of Greenport, New York. Situated at 405 Main Street, this unique boutique offers a curated selection of stylish apparel for men and women.

The Greenporter Hotel is a charming lodging located at 326 Front Street in the picturesque village of Greenport, New York. This boutique hotel offers comfortable and stylish accommodations, perfect for a relaxing getaway on Long Island's North Fork.