9 Easy and Breezy Island Getaways to Take from Philadelphia

Let the last two years of frustration and complications drift away from these seaside island getaways.

Island getaways: The oceanfront infinity pool at the Ocean Club in the Bahamas. / Rupert Peace Photography / Four Seasons Resort

March marks two years since COVID crashed into our lives — two years of Zoom meetings and distance schooling and, for many of us, downright languid. You deserve a break – and what better place to take one than on an island, surrounded by sunny beaches and cocktail-topped umbrellas? Whether you’re looking for romance, adventure, or simple seaside tranquility, these nine island trips are guaranteed to let you thrive again. —Editing by Regan Fletcher Stephens

Island getaways: A tanning pier at Southernmost Beach Resort. / Dylan Cross Photography / Southernmost Beach Resort

Find calm in the Florida Keys

My wife is a teacher who desperately needed a vacation, so when I raised the possibility of a long weekend on an island destination, her response was, “I don’t care where we go. Just take me on a plane. So, on a freezing Philadelphia morning, that’s exactly what I did, with the island of Key West as my destination: no passports required, no difficult COVID hoop to navigate. Keep reading here.


Island getaways: an ocean view in Aguadilla. /Photograph by Carlos Rivera/Getty Images

Go west to Puerto Rico

Puerto Rico’s capital, San Juan, offers so much history and excitement that you may never leave it during your stay. But you should. In particular, cross the island to its more relaxed west coast, where beautiful landscapes, charming towns and fantastic cuisine await you. Keep reading here.


Have fun in Curacao

Island getaways: a view of Willemstad from the Queen Emma Bridge. /Photograph by Westend 61/Getty Images

You know the moment. The one where you’re somewhere far from home and you start looking casually at real estate prices. When you finally learn to order coffee in a language that is not yours. This is when you start planning your permanent move to a place you only imagined you were on vacation. This moment comes fast and strong when you are in Curacao. It hits you like a coconut from a palm tree, and it hits you harder when you eat or drink. What you will do constantly. Keep reading here.


Get outdoors in Bonaire

Island getaways: Freediving with friends. / Photograph by Tourism Corporation Bonaire

If your idea of ​​a good time on an island vacation involves lounging in the sand and a drink in hand, Bonaire probably isn’t the destination for you. For one thing, there is very little sand. This is not by accident; sand can smother a coral reef, and this small, coral-fringed Dutch Caribbean island home to the world’s oldest marine reserve aims to protect its environment. Keep reading here.


Go all-inclusive in Grenada

Island getaways: Pink Gin Beach at Sandals. / Photo courtesy of Sandals Resorts.

I arrived at the hotel feeling like a wilted flower. The five-minute drive from the airport was a breeze, but the thick humidity, combined with a long morning of travel, left me tired. My mood lifted in a flash, however, as I approached Sandals’ outdoor reception, where a well-dressed woman greeted me with a confident smile and a statement, “You deserve be here.” Keep reading here.


Fall in love in Saint Lucia

Island getaways: Jalousie beach in Sainte-Lucie in Soufrière. / Photography by Afton Almaraz / Getty Images

If you are going to Saint Lucia, you are probably on your honeymoon or as a couple on vacation. Otherwise, you are surrounded by them, as I was during my visit without a husband. But that’s no problem: St. Lucia is worth a visit, whether you’re traveling alone or enjoying the bliss of newlyweds. Keep reading here.


Always be in the Turks and Caicos Islands

Island getaways: A villa at the Shore Club. / Photo courtesy of Shore Club.

There are islands you can visit if you like adventure. And islands you can visit if you like nightlife. What if you love to sit down? Sit in a wicker chair suspended above a cool tiled pool, just steps from a stylish outdoor bar. Sitting in a lounge chair, gazing out to the ocean, watching the kitesurfers dive and turn as the breeze changes. Sitting on the top deck of a party boat as it bounces along the clearest turquoise seas you’ve ever seen. Keep reading here.


Create family memories in the Dominican Republic

Island getaways: La Palapita beachside restaurant at Eden Roc Cap Cana. / Photograph courtesy of Eden Roc Cap Cana

It was our first night at Eden Roc Cap Cana, the resort town of the Dominican Republic, and before I could pull out my phone to capture a ridiculous surprise in the bubble bath hosted by the housekeeper while we dined, my three girls were frantically peeling off socks and sweaters to dive into the warm cloud. Keep reading here.


Rekindle the Spark in the Bahamas

Island getaways: The Versailles swimming pool at the Ocean Club, with a view of the terraced gardens. / Photograph by Christian Horan / Four Seasons Resort

“Do you like this liquid sun? »

It was raining when we landed in Nassau, the capital of the Bahamas. The flight was short and smooth, a new direct route on Frontier from Philadelphia to the Antilles Archipelago, and in a flash my husband and I went from chaotic PHL to the black car that took us to the Ocean Club, a Four Seasons Resort, located on the aptly named Paradise Island. Keep reading here.

Published as “Island Time” in the March 2022 issue of philadelphia cream magazine.

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