2026 Sailing Tours Guide

Outer Banks Map
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Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

Big Sky

OCEANVIEW Avon - Marlin Drive - Don't tell Montana that BIG SKY country is really in North Carolina. Big is the main ingredient for the ocean vistas and fun in this light and airy home, just three tons from the ocean with simple beach access. Choose...

  • Avon
  • 3 Bedrooms
  • 2.5 Bathrooms
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

203 | Salty Paws

Salty Paws is a comfortably furnished vacation home that provides everything needed for a great vacation. The Beautiful Beaches of Nags Head are within easy walking distance (less than 400 feet to the Small Street beach access) & your family is...

  • Nags Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

1517 - Drift Inn

Always Included, complimentary linens and made beds! NEW FOR 2024: Sofa in sitting area. Gather your family and friends to Drift Inn in Corolla! This semi-oceanfront home has everything you need for...

  • Corolla
  • 7 Bedrooms
  • 7 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

WHITEWATER WINDS

Overview An unparalleled combination of impressive comfort and oceanside charm awaits at Whitewater Winds, a 10-bedroom retreat in the coveted Pine Island community of Corolla. Situated directly on the pristine Atlantic coastline, the ocean is...

  • Corolla
  • 10 Bedrooms
  • 9.5 Bathrooms
Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

High Tides

Come relax and enjoy this classic cottage in the heart of Duck NC. A short walk, less than 500 feet, will take you to one of the quietest beaches on the Outer Banks, and a short bike ride will take you to the heart of Duck, full of family...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
Wanchese Marina

Wanchese Marina offer one of the finest fleets of professional charter fishermen, charter booking service, dolphin tours, dive charters, shrimp charters and even crabbing charters. We have both diesel and non-ethanol fuel, a professional fish...

643 | The Tropics

Great Location, lovely décor & comfortable furnishings will make you feel as though you have arrived in "The Tropics" when you choose this Kill Devil Hills Vacation Home. The Bright Colors & Island Theme along w/ all the amenities will...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

Wilder By The Sea

Wilder by the Sea is an ideal Corolla vacation home for small families, situated in the quiet Ocean Sands neighborhood just 150 yards from the ocean, offering easy access from a community wooden walkway. The home features a bright and serene...

  • Corolla
  • 3 Bedrooms
  • 2.5 Bathrooms

Corolla Water Sports is the original, most comprehensive, and best water sports location on the Northern Outer Banks. We have been providing a first class facility for many years, and have had thousands of happy customers over this time. We are...

Sail local waters in a handsome schooner with plenty of elbow room.

You can truly choose your own Outer Banks adventure with this company that has a mission to promote conservation and respect for the natural resources of the OBX while creating fun and family-friendly experiences that highlight the beauty of this...

A beautiful and recreational stop for watersport fun. 

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...

Looking for a private sail charter? Call the folks at Sail Outer Banks. They offer a variety of year-round trips with low minimum fees to make it within reach of many folk. Dan and Katherine are your crew. Dan is a licensed U.S. Coast Guard captain...

Sail the Outer Banks (formerly Outer Banks Sailing Academy) offers professional sailing instruction operating under the standards of the American Sailing Association. They offer lessons in Kill Devil Hills. The Academy presents an array of classes...