2026 Nags Head Sailing Guide

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Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

028 | Fun Times

Outstanding location, Ocean Views, Private Swimming Pool, and Only 160 Ft. to Beach Access at Bittern St. are just part of what makes this terrific vacation home a wonderful choice for your stay on the Outer Banks. Fun Times is beautifully...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

Footloose

Located in Corolla/ 7 Bedrooms/ 7 Full Bathrooms/ 1 Half BathroomThis Semi-Oceanfront home has everything for a carefree vacation experience! It is located one lot from the corner beach access and has great ocean vistas, striking furnishings...

  • Corolla
  • 7 Bedrooms
  • 7 Bathrooms
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...

SUNRISE

This unique home offers views up and down the coast! Very large decks for sunning and relaxing or take a soak in the large hot tub while taking in the sunset. Two living areas offer plenty of room for family togetherness. This comfortable...

  • Southern Shores
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
3/1 - 3/8
$2,023  $2,581
$558 off
3/8 - 3/15
$2,023  $2,581
$558 off
3/15 - 3/22
$2,023  $2,581
$558 off
3/22 - 3/29
$2,023  $2,581
$558 off
3/29 - 4/5
$2,429  $2,731
$302 off
4/5 - 4/12
$2,620  $2,731
$111 off
4/12 - 4/19
$2,620  $2,731
$111 off
4/19 - 4/26
$2,333  $2,731
$398 off
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

Beach Ball

Located in Corolla / 5 Bedrooms / 5 Full Bathrooms / 2 Half BathroomsConveniently located across from the tennis courts, this Oceanside getaway offers first class vistas from one of Corolla Light's highest points.Ground Level: Exterior amenities...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

5711 - OBX TA SEA

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: All new vinyl decking. All TVs are Smart TVs with Hulu Live TV (Streaming only). New gas grill. Welcome...

  • Nags Head
  • 5 Bedrooms
  • 5 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

Breach Party

Bring your family to a quality family destination with beautiful interiors, a private pool, a hot tub, and just one house from the beach access. Cozy and charming, the coastal ambiance welcomes you upon arrival to enjoy a relaxing week at the...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

Treasure Island

Located in Corolla/ 6 Bedrooms/ 5 Full Bathrooms/ 1 Half Bathroom/ Sleeps 16Treasure Island is a six bedroom, five-and-a-half bath Oceanfront getaway set at the end of a peaceful cul-de-sac in Pine Island. With new owners in late 2024, the home has...

  • Corolla
  • 6 Bedrooms
  • 5 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.