Steady breezes, open water and breathtaking views make the Outer Banks one of the best places on the East Coast to set sail. Whether you’re searching for a hands-on experience or a laid-back sunset cruise, Outer Banks sailing charters offer options for every pace.
Outer Banks Sailing Charters for Every Style
Chartering a sailboat in the OBX is easier than you might think. For a relaxing experience, hop aboard a private or group sailing charter and let a local captain navigate the waters. Sail Outer Banks offers full-day, half-day and sunset cruises on a classic ketch, perfect for spotting playful dolphins in the Roanoke Sound. At Sail OBX enjoy private charters, sailing events, camps, lessons and tailor-made adventures for anyone who wants to experience what it’s like to sail the Outer Banks.
If you’d prefer something more hands-on, head to Hatteras and check out Phillips Boatworks. Known for its performance sailing options and catamaran charters, this local outfitter also offers sailing lessons, eco-tours and boatbuilding experiences.
Planning to take the reins yourself? Many outfitters across the Outer Banks offer sailboat rental options for experienced sailors. You can rent everything from small daysailers to larger vessels by the hour or day, depending on your needs. Or if you have your own boat, consider a membership at the Roanoke Island Yacht Club. They welcome everyone from sailboats to powerboats. They also host monthly club sails and club races as well as land-based community events.
Where to Find Sailing Charters and Rentals
Whether you’re staying in the northern beaches or farther south on the islands, you’ll find plenty of sailing access points throughout the Outer Banks. Here are a few standout locations to kick off your journey:
- Manteo Waterfront Marina – Ideal for Roanoke Sound charters and soundside sailing
- Wanchese Marina – Home to Sail Outer Banks and a favorite for sunset cruises
- Hatteras Village Marina – Launch point for Pamlico Sound adventures and open water sailing
Each of these marinas in Outer Banks, NC, offers its own unique views, launch routes and experienced captains — many of whom are long-time locals with deep knowledge of the tides, wildlife and hidden gems along the coast.
Local Sailing Clubs and Events
The OBX sailing community is active, welcoming and steeped in maritime tradition. If you want to dive deeper, Hatteras Community Sailing is a great place to start. They offer youth programs, skill-building clinics and open regattas designed to make sailing more accessible. Additionally, The Roanoke Island Maritime Museum in downtown Manteo also offers classroom and on-water lessons covering safety and basic sailing skills for children ages 8-16.
Each year, events like the Cape Hatteras Lighthouse Regatta draw sailing enthusiasts from across the coast for fun, friendly competition. Even if you’re not racing, these gatherings are worth checking out for the camaraderie and atmosphere alone.
Throughout the season, you’ll also find casual group sails and pop-up races hosted by local marinas and clubs from around the Outer Banks. It’s a great way to meet fellow adventurers or catch a spectacular sunset with a friendly crew.
FAQs About Sailing in the Outer Banks
When is the best time to sail in the Outer Banks?
With warm weather, steady winds and long daylight hours, May through September is ideal for both learning and leisure sails.
What should I bring on a sailing trip?
Wear light, breathable layers, and bring sunscreen, water, sunglasses and a dry bag. Most charters provide safety gear, but it’s smart to check ahead.
Can I rent a sailboat without a captain?
Yes, though basic experience is typically required. Some outfitters offer brief demos or beginner instruction if you’re looking to sail solo.
How do I book a sailing charter?
You can book online directly through most charter companies or contact the marina for availability. During peak season, it’s best to book early to secure your spot.