2026 Nags Head Sailing Tours Guide

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Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 34-passenger catarmaran and the area’s newest...

458 | Knot A Care

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! KNOT A CARE is a terrific vacation home that offers lovely décor & comfortable furnishings along w/ ample space to spread out & relax. Decorated...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
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...

K9059 Steps to the Beach 4 Bedroom Home ...

Welcome to Steps to the Beach by KEES Vacations! New for 2026: All NEW roof, decking, and siding! There have been lots of upgrades to this four-bedroom home including all new flooring, new furnishings/TVs, remodeled kitchen and bathrooms, and...

  • Corolla
  • 4 Bedrooms
  • 4 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...

Suntana

OCEANFRONT Waves- Sea Isle Hills Dr. Luxury and comfort are the hallmarks of this roomy oceanfront home. This four-level flagship gives you the space for enormous gatherings and privacy when you need it. You enter the home from the double driveway...

  • Waves
  • 6 Bedrooms
  • 5.5 Bathrooms
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...

SEA LIGHT

Overview Awash in soothing shades of the sea, this delightful oceanside cottage evokes the harmonious essence of Sea Light to all who enter. Bathed in natural sunlight and furnished with comfortable and coastal furniture and decor, this...

  • Duck
  • 7 Bedrooms
  • 5.5 Bathrooms
Coastal Home OBX

Distinctive, Authentic, Affordable Coastal Furniture & Design. Beach Living Furniture Line • Largest In-Stock Furniture Warehouse on the OBX • Professional Design Services. Transform your home—visit our showroom in Kill Devil...

099 | Santa Cruzin

This Dramatic Oceanfront Home brings the Beauty of the Ocean Right into your Spacious Great Room! Conveniently located in Nags Head near the Gallery Row district at 10.6 Milepost this home boasts a Hot Tub, 2,000 Sq. Ft. of Decks, Porches, and...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
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...

5TH AVENUE COASTAL RETREAT

5th Avenue Coastal Retreat will be the vacation of your dreams as soon as you step into this premier oceanfront home. With limitless ocean views, you and your family will have the experience of a lifetime! Rest easy in comfortable, well-appointed...

  • Southern Shores
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 10
7/11 - 7/18
$12,874  $16,516
$3,642 off
7/18 - 7/25
$13,329  $16,516
$3,187 off
8/29 - 9/5
$9,033  $9,669
$636 off
9/5 - 9/12
$8,458  $8,872
$414 off
9/26 - 10/3
$6,846  $7,666
$820 off
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...

The Ocean Winds

New Deck for 2026! Located in Kill Devil Hills / 3 Bedrooms / 2 Full Bathrooms"The Ocean Winds" is located at Mile Post 9 1/4. This beach bungalow features open sun decks and a roof level observation deck offering ocean vistas.Ground Level: Covered...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 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.