4 Amazing Island Vacation Spots

Your guide to waterfront escapes

If you’re a fan of beachfront getaways (and who isn’t?), it’s time to take things up a notch! An island vacation means ocean views in every direction. Here, the water is the centerpiece of everything you do, from splashing in the waves to catching sunset views. And the seafood? Unforgettable.

Ready to trade the mainland for something a little more memorable? These four island vacation spots deserve a place on your travel list.

• Hilton Head Island, SC

  Seas, tees, and vacation ease!

  Does your perfect island getaway include just as much time on the links as on the sand? Then pack your clubs for a golf trip to Hilton Head Island! The island is known for its oceanfront courses, designed by legends like Robert Trent Jones and Jack Nicklaus. And the island hazards? A given.

  But for most visitors, the draw here is the water itself. Miles of shoreline offer plenty of space for stretching in the sun and splashing in the Atlantic. Or hop on a kayak and explore the salt marshes and scenic waterways. Even the food here is ocean-friendly, with freshly caught seafood and waterfront restaurants.

  Best Island Vacation for: a coastal golf retreat

• Key West, FL

  For the southernmost island adventure!

  From snorkeling and sightseeing to sunset margaritas, Key West offers a little bit of everything. The colorful island is packed with things to do, both on and off the island. Join a fishing charter, snorkel along coral reefs, or just cruise over turquoise waters on a catamaran. Or just lounge on the sand. The possibilities here are endless, you guys.

  Off the beach, visits to the lighthouse and Hemingway Museum are a must. As the day comes to an end, head to Mallory Square for a sunset celebration complete with live music. Then stroll up Duval Street, where the meal is freshly caught and drinks are served frozen.

  Best Island Vacation for: sunsets and seafood

• Martha’s Vineyard, MA

  Lighthouses and lobster rolls along the coast!

  Some islands are made for checking items off a bucket list. Martha’s Vineyard is made for slowing down and exploring. The easiest (and most fun!) way to get around the island is on a bike. Cruise between its six charming towns, each with its own personality, discovering historic lighthouses and postcard-worthy views along the way.

  Our favorite towns to spend time in? Oak Bluffs, for its brightly colored gingerbread houses, Edgartown for the pretty, boutique-lined streets, and Aquinnah for its striking cliffs. The only thing better than the sightseeing? The food! Think fresh lobster rolls, oysters, and clam chowder, best enjoyed with a harbor view.

  Best Island Vacation for: classic coastal charm.

• Maui, HI

  Where the volcano meets the sea!

  Maui is all about getting outside, and not just at the beach. Set an early alarm and head to the summit of Haleakalā. Watching the sunrise above the clouds is so worth it! Next up: the famous Road to Hana, which leads you past waterfalls, bamboo forests, and miles of dramatic coastal scenery.

  Of course, no trip to Maui is complete without some serious time in the water. Snorkel at Molokini Crater, where the tropical fish and sea turtles will keep you company. Or spend the day hopping between some of Hawaii’s most beautiful beaches. Then end your day with culture and good food at one of the local luaus.

  Best Island Vacation for: saying aloha to island life

At these island vacation destinations, every day—and every adventure—starts and ends on the water!

And to make sure you enjoy every minute of your getaway, ship your stuff to your hotel or Airbnb with LugLess. No wasting time checking in bags or at baggage claim. So you can get straight to what you came for: enjoying island life!