2026 Sailing Tours Guide

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Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

THE BIRDIE

Discover THE BIRDIE in Southern Shores—a Carolina Designs OBX vacation rental where oceanfront luxury meets family comfort. This stunning 7-bedroom estate with elevator access sits just steps from private beaches, separated from the Atlantic only...

  • Southern Shores
  • 7 Bedrooms
  • 8 Bathrooms
Back Country Safari Tours

Discover wild Spanish Mustangs and our unique Barrier Island ecology on the Wild Horse Safari. Explore over 30 miles of "off road" beach, dune and sand trail and ride with a professional naturalist guide in a custom 4x4 open-air Safari Cruiser, or...

Vintage Pine

Located in Corolla / 8 Bedrooms / 7 Bathrooms / 2 Half BathroomsThis home is packed with amenities that your family will appreciate and want to return to year after year!Outside: Conveniences include a private pool, hot tub, outside showers...

  • Corolla
  • 8 Bedrooms
  • 7 Bathrooms
9/27 - 10/4
$2,426  $2,866
$440 off
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

4215 - The Duck Pond

Always Included, complimentary linens and made beds! NEW FOR 2026: Master bedroom mattress. Nestled in the Georgetown Sands community, The Duck Pond offers an inviting coastal retreat just steps...

  • Duck
  • 2 Bedrooms
  • 2.5 Bathrooms
OBX Ghost Tours

OBX Ghost tours is something your family will be talking about the rest of the summer! You'll be entertained as a guide leads you through down town Manteo by lantern telling the spooky stories that makes The Outer Banks one of the most haunted...

OPEN OCEAN

Discover OPEN OCEAN in Kill Devil Hills—a Carolina Designs OBX vacation rental where 27 oceanfront bedrooms sit on an acre of prime beachfront property. This extraordinary estate spans almost 15,000 square feet and stands as one of Kill Devil...

  • Kill Devil Hills
  • 27 Bedrooms
  • 28 Bathrooms
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

PIER JOY

Discover PIER JOY in Nags Head—a Carolina Designs oceanfront vacation rental where stunning views of Jennette's Pier meet luxury accommodations with 8 bedrooms, each with private baths, a private pool, and hot tub. This spacious South Nags Head...

  • Nags Head
  • 8 Bedrooms
  • 9.5 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Corolla Del Mar

Located in Corolla / 5 Bedrooms / 3 Full Bathrooms / 1 Half BathroomThis fantastic beach home was designed for the ideal family vacation. Located on a peaceful cul-de-sac, it's just a short walk or bicycle trip to the beach, shopping and the...

  • Corolla
  • 5 Bedrooms
  • 3 Bathrooms
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

2910 - Dolphin's Den

Always Included, complimentary linens and made beds! An oceanfront condo perfect for a Duck escape! Dolphin's Den is a 2 bedroom, 2 bathroom Outer Banks condo rental ready for you and your family to...

  • Duck
  • 2 Bedrooms
  • 2 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...