2026 Nags Head Sailing Tours Guide

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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...

Beach Blessing WHL-1045

Enjoy ocean views and a short walk to the beach at Beach Blessing, a gorgeous oceanside home in Corolla ready to host your family’s next Outer Banks getaway! Take in the ocean breezes from three levels of decks, take a dip in the private 14x28...

  • Corolla
  • 5 Bedrooms
  • 3.5 Bathrooms
5/17 - 5/24
$3,707  $3,907
$200 off
5/24 - 5/31
$3,700  $3,900
$200 off
8/23 - 8/30
$4,399  $4,599
$200 off
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

THE CHART HOUSE

Open and airy, The Chart House has everything your family needs for a fun and relaxing beach vacation! Excellent location – just steps from the “Barracuda walkway” direct to the ocean's ebb (a short five minute walk to beach). Watch the...

  • Corolla
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
5/23 - 5/30
$2,139  $2,538
$399 off
6/6 - 6/13
$3,431  $3,777
$346 off
6/27 - 7/4
$4,160  $4,530
$370 off
7/4 - 7/11
$4,132  $4,530
$398 off
7/18 - 7/25
$4,331  $4,530
$199 off
7/25 - 8/1
$4,331  $4,530
$199 off
8/8 - 8/15
$3,720  $3,813
$93 off
8/22 - 8/29
$3,121  $3,139
$18 off
8/29 - 9/5
$2,631  $2,741
$110 off
9/5 - 9/12
$2,381  $2,538
$157 off
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...

277 | The Cheeky Kea

This terrific custom-built, Nags Head beach home boasts lovely décor & a long list of amenities that are sure to be a hit w/ your family. Located on a quiet street & within easy walking distance of the Beach (300 Ft. to Beach Access), this...

  • Nags Head
  • 6 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 14
5/16 - 5/22
$2,395  $2,495
$100 off
5/23 - 5/29
$2,895  $2,995
$100 off
5/30 - 6/5
$3,895  $2,995
$-900 off
6/20 - 6/26
$6,495  $6,595
$100 off
6/27 - 7/3
$6,795  $6,895
$100 off
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



ATLANTIC OVERLOOK

Overview Get ready for a fun stay at the ultimate OBX vacation destination, Atlantic Overlook in Corolla! Packed with amenities and located directly on the oceanfront, this well-appointed home is the ideal place for your Outer Banks...

  • Corolla
  • 12 Bedrooms
  • 12 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

SHORE TO PLEASE

Overview Plan your seaside escape to Shore To Please, an oceanfront mansion on the shores of the Atlantic Ocean in Kill Devil Hills. Featuring four levels of living space with 23 bedroom suites (21 in the main house, two in the private...

  • Kill Devil Hills
  • 23 Bedrooms
  • 26.5 Bathrooms
The Northern Outer Banks

Discover Historic Corolla Park With its wide open green spaces and scenic views, Historic Corolla Park is the heart of Corolla in Northeastern North Carolina. It's a great place to take in a seasonal event or simply take a walk, and is home to three...

WIND AND SURF

Overview Experience the magic of Wind And Surf, a four bedroom semi-oceanfront in Southern Shores. Crafted as a contemporary take on the classic flat-top architecture that defined Southern Shores in the 50's, Wind And Surf was designed...

  • Southern Shores
  • 4 Bedrooms
  • 4.5 Bathrooms
Just for the Beach Rentals

Just for the Beach Rentals (not to be confused with the similarly-named "Just for the Beach") offers rentals to accommodate your stay. Equipment includes linens, baby gates, cribs, monitors, seats, joggers, bikes, kayaks, skim boards, surf boards...

495 | Oriole's Perch

Relax and enjoy the beautiful Beaches of the Outer Banks from this nicely decorated and well-equipped Beach Home. Situated right on the Beach in South Nags Head, this home offers unparalleled views! After a day on the Beach, you can watch the Moon...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8

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...