2026 Nags Head Sailing Tours Guide

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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...

PELICANS NEST

Enjoy spectacular views in an intimate community of Nags Head style townhouses. Each home features 2,000 square feet of living area.10 yards to beach access. Pelican Watch complex has great beach access and is next door to the Kitty Hawk Pier and...

  • Southern Shores
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 7
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...

K8010 Tranquil Turtle at The Village at ...

Welcome to Tranquil Turtle at The Village at Nags Head! New for this year: Save 5% on your rental with our military and educators discounts. Welcome to Tranquil Turtle by KEES Vacations, where peaceful sound views, championship golf course scenery...

  • Nags Head
  • 6 Bedrooms
  • 7 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

CAROLINA SUNRISE

Carolina Sunrise sets a cinema-style home theater, an EV charger, and a central elevator inside one ten-bedroom Duck oceanfront home from Carolina Designs. Seven bedrooms have private baths, nine full baths in all, and the ground-level rec room...

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

Home of the Crab Leg & Lobster Buffet for 27 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...

Captain's Quarters

NEW TO BRINDLEY BEACH FOR 2026!Located in Duck / 3 Bedrooms / 2 Full Bathrooms / 1 Half BathroomModern design meets an unbeatable location in this chic Duck hideaway. Featuring a chic, refreshed interior and a layout constructed for comfort, this...

  • Duck
  • 3 Bedrooms
  • 2 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...

GOLDENBERG

Enjoy spectacular ocean views from this stunning and spacious home!Level 1:3 bedrooms (1 with Queen, private bath, deck access; 1 with Twins and 1 with Bunk set and Single share full bath). Sitting area with CATV.Level 2:Beautiful great room with...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
10/10 - 10/17
$2,940  $3,618
$678 off
10/31 - 11/7
$2,423  $2,764
$341 off
11/7 - 11/14
$2,325  $2,764
$439 off
11/14 - 11/21
$2,524  $2,764
$240 off
11/28 - 12/5
$2,612  $2,764
$152 off
12/5 - 12/12
$2,520  $2,764
$244 off
12/12 - 12/19
$2,566  $2,764
$198 off
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

331 | Ocean Tower II

This Home offers Views of the Ocean, Wright Brother's Memorial, and Surrounding Area that are Enhanced by the Unique 4 Story Layout. Furnished w/Your Vacation Needs in Mind, this home offers its own Private Swimming Pool. Conveniently located...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
Duck Corolla Parasail

Discover the beauty of the Outer Banks with Duck Parasail. Duck Parasail is proud to partner with Corolla Parasail and together, they take pride in being the longest running, family owned and operated parasail company on the Outer Banks. Duck...

Absolute Paradise

Yes, we are offering “Absolute Paradise” for you as a Corolla vacation destination that is beautiful and offers many amenities to keep everyone happy! Everyone will love the private pool, hot tub, and the elevator makes access to all levels...

  • Corolla
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Kitty Hawk Kites

Kitty Hawk Kites has been Teaching the World to Fly since 1974 and is home to the world’s largest hang gliding school. As the Outer Banks leader in quality outdoor recreation and adventure, Kitty Hawk Kites offers more than 30 activities to choose from, so get out that pen and start crossing things off your OBX bucket list today! Visit KittyHawk.com or call 1.877.FLY.THIS to book your Kitty Hawk Kites adventure today.