2026 Nags Head Sailing Guide

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Events
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Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

FOOTPRINTS

1,200 square foot living area. Wooded privacy to Duck Road. Two blocks to Sea Oats Trail Park. 485 yards to beach access.Level 1:Kitchen/dining area. Living room with cathedral ceiling, wicker cushioned furniture, CATV. Queen bedroom, walk-in...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

Island Breeze

Upgrades in 2025 included interior and exterior painting, new linens, and drapes. Located in Corolla/ 8 Bedrooms/ 7 Full Bathrooms/ 2 Half BathroomsFeel your Corolla vacation in this cavernous 8-bedroom Pine Island getaway. Designed for enormous...

  • Corolla
  • 8 Bedrooms
  • 7 Bathrooms
SugarLand

SugarLand OBX, nestled in the Outer Banks, is a whimsical candy store offering a colorful world of sweets, treats, and nostalgic experiences. It blends modern innovation with timeless charm, featuring handcrafted ice cream sundaes, cotton candy, and...

5782 - Whale of a View

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: New polywood deck furniture. The ocean views are unbelievable from the cottage! Just gorgeous! And this...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

HOOK, LINE AND SINKER

Oceanfront home with cathedral ceiling, and private deck.Level 1:Great room with sitting area. Separate media area, flat screen CATV, Blu-ray & DVD player, media player with radio/CD player and Bluetooth; kitchen; dining area seats 8 - 10; Two...

  • Southern Shores
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
2/21 - 2/28
$1,583  $1,989
$406 off
2/28 - 3/7
$1,583  $1,989
$406 off
3/7 - 3/14
$1,583  $1,989
$406 off
3/14 - 3/21
$1,583  $1,989
$406 off
3/21 - 3/28
$1,583  $1,989
$406 off
3/28 - 4/4
$1,917  $2,140
$223 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...

Island Attitude

SEMI-SOUNDFRONT Avon — Water, water everywhere, as far as the eye can see. For those who crave it, then ISLAND ATTITUDE is the ideal place to satisfy your vacation dreams of glorious sunsets, ideal conditions for kitesurfing and boarding and...

  • Avon
  • 3 Bedrooms
  • 2 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

491 | A Place Where I Belong

Semi-Oceanfront in Kitty Hawk with Private Oceanfront Beach Access w/Dune Deck located directly across from this terrific home! Welcome to A Place Where I Belong! This lovely home is a Parade of Homes winner and designed to resemble the Sears...

  • Kitty Hawk
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

7570 - Robin's Nest

BEACH GEAR RENTALS INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2025: Replace fire pit. Welcome to Robin's Nest, a charming and cozy getaway in Avon. This 3-bedroom...

  • Avon
  • 3 Bedrooms
  • 3 Bathrooms
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.