2026 Southern Shores Rainy Day Activities Guide

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TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

Our Happy Place

Whether you are planning a Family vacation with the kids, a Couple's retreat, or a simple Solo getaway, "Our Happy Place" is a meticulously maintained Oceanfront Yachtsman condominium offering you a classic, relaxing Nags Head Outer Banks Vacation...

  • Nags Head
  • 2 Bedrooms
  • 2 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...

Mullen COS-305

Enjoy the spectacular ocean views from your private balcony in this third-floor Colony by the Sea condo. You'll love the natural lighting with the skylight in the kitchen and the 2 bathrooms. You have access to two decks. One on the ocean side and...

  • Duck
  • 1 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...

K9069 East of the Sun at Colony by the S...

Welcome to East of the Sun by KEES Vacations! New to KEES for 2026! Let the ocean breeze and golden light welcome you to East of the Sun, a charming oceanfront condo in the heart of Duck Village. Located on the second floor with beautiful ocean...

  • Kitty Hawk
  • 1 Bedrooms
  • 2 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Leeward Inn

Leeward Inn is a spacious family vacation home located in the quiet Chicahauk neighborhood of Southern Shores, just a short walk from the beach. This retreat offers plenty of opportunities for outdoor family activities, including biking, boating...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

Our Island BIS-218

This stunning, completely renovated 2 bedroom condo is a private and quiet top floor/end unit with great ocean views, top-of-the-line appliances, and a bright and beautiful interior design. Enjoy the open floor plan and a well-appointed gourmet...

  • Duck
  • 2 Bedrooms
  • 2 Bathrooms
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...

VA Whale

Located in Corolla/ 4 Bedrooms/ 3 Full Bathrooms/ 1 Half BathroomWelcome to VA Whale, a family-friendly OBX vacation rental in the beautiful Whalehead Community located just a short walk from the ocean. This home is entirely equipped for...

  • Corolla
  • 4 Bedrooms
  • 3 Bathrooms
Flip Flop Shops

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



2502 - Water's Edge

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Looking for a Duck oceanfront escape? Look no further than Water's Edge! This 4 bedroom, 2.5 bathroom Outer Banks...

  • Duck
  • 4 Bedrooms
  • 4.5 Bathrooms

Embark on thrilling quests with OB-Xscape Rooms, where adventure becomes your NEW family tradition! Immerse yourself in heart-pounding challenges and become a master of escape before time runs out!