1. Croteaux Vineyards
Known as one of the only vineyards in the U.S. that exclusively produces rosé, Croteaux Vineyards is a picturesque escape right in the heart of wine country. With its French-inspired garden courtyard and relaxed vibe, it’s the ideal spot to sip a chilled glass of rosé on a sunny afternoon. No reservations are needed, and walk-ins are welcome—making it an easy and elegant addition to your Southold itinerary.
2. Southold Fish Market
If you’re craving the freshest seafood around, the Southold Fish Market is a must. This local favorite offers everything from lobster rolls and clam chowder to freshly caught fish ready for the grill. You can grab a casual meal at the dockside picnic tables or take your order to go and enjoy it at a nearby beach. Either way, it’s a quintessential Long Island seafood experience.
3. Horton Point Lighthouse
History and panoramic views come together at Horton Point Lighthouse, built in 1857 and perched above the Long Island Sound. Visitors can tour the small museum, climb the lighthouse tower, and stroll along the bluff’s edge. It’s a peaceful, photo-worthy destination perfect for a laid-back afternoon of sightseeing.
4. Founders Landing Park & Beach
This serene bayfront beach is a favorite with both locals and visitors. With calm waters, picnic areas, and gorgeous sunset views, Founders Landing is the perfect place to unwind. Whether you’re swimming, kayaking, or simply soaking up the sun, it’s a beautiful and less-crowded alternative to the more commercial beaches out west.
5. The North Fork Table & Inn
For a more elevated dining experience, reserve a table at The North Fork Table & Inn. Helmed by acclaimed chefs, this spot focuses on farm-to-table dishes crafted with local ingredients. The ambiance here is welcoming, and the food consistently ranks among the best on Long Island. It’s an ideal stop for dinner after a day of exploring.
Whether you’re looking for a laid-back beach day, a wine lover’s retreat, or a taste of the North Fork’s culinary scene, Southold delivers. With its quiet charm and coastal beauty, it’s the kind of place that keeps you coming back, one scenic view at a time.