I am an islander by birth, although with 21 bridges and 15 tunnels connecting it to the world, it’s very easy to forget that Manhattan is an island.
So maybe it’s no wonder that some of my favorite places to travel bring me back to an island spirit. I will readily confess to not only having a favorite island, which was the subject of one of my books, but to having a favorite island just off shore of that island!
The Vestmannaaeyjar, or Westman Islands, were not named for their location, which is more South of Iceland than West, but for their first settlers, who were slaves brought from Ireland, the island home of the “West Men.” Today, they’re more known for their settlements of Puffins, as well as their natural sanctuary for Beluga whales.
People from islands must by necessity develop their own version of mainland culture. Consider the Englanders who have spent millenia pondering whether or not they’re truly part of Europe. Or for that matter, the New Yorkers who question whether they’re really part of America. I’ve known quite a few who don’t even seem to be from this planet.
But that’s what makes islands so wonderful to visit. After all, is there any better place to view the Manhattan skyline than from the ferry to Staten Island?
With further ado, here are my 18 favorite islands to inspire your next trip.
Azores
Picture this: you, lounging in hot springs nestled within lush greenery, sipping on local wine made from grapes grown in volcanic soil. Need I say more? But wait, there's more! Explore São Miguel's Furnas Valley, where you can literally cook your lunch in the Earth's own kitchen—yes, I'm talking about geothermal cooking, folks! And if that's not enough to ignite your wanderlust, how about swimming with dolphins in crystal-clear waters, or hiking up to the crater lakes for views so epic, they'll have you questioning if you're still on Earth or have stumbled into a scene from a fantasy novel. So, ditch the ordinary and dive headfirst into the extraordinary—because in the Azores, adventure isn't just a possibility, it's a promise.
Sometimes it is easy being green - at least in the Azores
Bali
Bali is one of the world’s great bucket-list destinations for cultural and natural wonders. Start your day with a sunrise trek up Mount Batur, where the breathtaking panoramic views make the early wake-up call worth it a thousand times over. Afterward, refuel with a traditional Balinese breakfast of nasi goreng and freshly brewed kopi tubruk before diving into the island's cultural riches. Explore the ancient temples of Ubud, where moss-covered stones whisper tales of centuries past, or lose yourself in the bustling markets of Seminyak, where every trinket tells a story. When the heat of the day becomes too much to bear, seek refuge in the cool embrace of the Tegalalang Rice Terraces, where emerald-green fields stretch as far as the eye can see, offering the perfect backdrop for that Instagram-worthy snapshot. And as the sun sets, let the rhythm of Bali's nightlife carry you away, from beachside bonfires to rooftop bars with panoramic views of the island's fiery skies.
Beaches, Mountains and Temples - Bali has all three.
Catalina Islands, CA
Set sail for a journey to the Catalina Islands, where adventure awaits at every turn and relaxation is practically a lifestyle! First things first, hop on a ferry from the mainland, because let's face it, arriving by boat is the coolest way to make an entrance. Once you've touched down, it's time to unleash your inner explorer. Zip around the island on a golf cart—yep, you heard that right—because who needs a boring old car when you can feel the wind in your hair and pretend you're in a real-life Mario Kart race? Then, hit up Descanso Beach Club for some serious R&R, where you can sip on mai tais while soaking up the California sun like a boss. Feeling adventurous? Dive into the crystal-clear waters for some snorkeling action and discover a world of colorful marine life just below the surface. And when the sun sets, the fun's far from over—grab a cocktail and catch a movie at the historic Catalina Casino, because where else can you watch a flick in a glamorous Art Deco building overlooking the ocean?
Be prepared for solitude
Ischia
Hold onto your sunhat, because Ischia isn't just about lazing around—it's about living your best life. Start your day on Capri’s lesser-traveled twin island with a dip in the island's famous thermal springs, where you can detox like a celeb and emerge feeling rejuvenated and ready to take on the world. Then, channel your inner foodie and indulge in a feast fit for royalty at one of Ischia's charming trattorias, where fresh seafood and homemade pasta are the stars of the show. Feeling adventurous? Rent a scooter and zip around the island like a local, because why walk when you can ride in style? And when the sun sets, the real magic happens—join the locals for a passeggiata along the bustling promenades, where you can people-watch to your heart's content and maybe even make a few new friends along the way.
Take your time - enjoy the town.
Faroes
The Faroes are one of Europe’s most remote destinations, but that makes them one of the most exciting. In an age when luxury cruise ships run to Antarctica and discount airlines fly weekenders to Iceland, it’s reassuring to know that there are still some undiscovered spots on the globe. Places that are challenging to reach are getting fewer and far between, which make them even more precious for those travellers who like to get beyond the maddening crowds.
Travellers who complete the journey from Denmark, Norway, Iceland or Scotland will find themselves in a world that might have been built by JRR Tolkien. The islands are incredibly lush and green, but the stark cliffs and wind coming off the ocean keeps them treeless. For insulation and warmth from the rainy winters, the Faroese plant hardy grasses on the top of their homes to soak up water. These “Green Roofs,” invented hundreds of years before anyone else, are found on top of everything from ancient ruins to elegant mansions.
“In a hole in the ground there lived a hobbit. Not a nasty, dirty, wet hole, filled with the ends of worms and an oozy smell, nor yet a dry, bare, sandy hole with nothing in it to sit down on or to eat: it was a hobbit-hole, and that means comfort.”
Greenland
Greenland is one of the world’s most unusual travel destinations. The entire Eastern seaboard of the United States would fit comfortably within Greenland, but if the entire population wanted to go see a Cowboys game, they’d fill less than half the seats in the stadium. It is by no means straightforward to reach and virtually impossible to travel widely without the aid of a guide, but it’s as close to exploring another planet as you can get. It’s perfect for the adventurer who wants to see the understand the effects of climate change firsthand.
First-time visitors are better off taking advantage of the many cruises that operate between Greenland’s towns and settlements. Not only do passengers get to travel in comfort, they can learn about the history, culture and environment of Greenland from excellent local guides and spot narwhals, seals, polar bears and icebergs from the ship’s deck. Since the interior of Greenland is covered in an ice sheet year round, virtually all of Greenland’s settlements are directly on the coast. Most Greenlanders speak Greenlandic as their native language, with Danish as a second language and English widely spoken in bigger cities.
Greenlanders still enjoy a traditional way of life - but it’s being threatened by climate change
Galapagos
The Galapagos Islands are perhaps the world’s most exciting travel destination for nature lovers. It was on this archipelago, lying on the Equator 620 miles from Ecuador, that Darwin developed the theory of evolution. Most of the 19 islands have been preserved as a natural park and never settled by native peoples or European colonists. Because of their isolation, the animals of the islands, including the famous tortoises, Darwin’s finches and the playful sea lions, have no fear of humans.
On any tour, you’ll encounter the Galapagos’ famously tame wildlife, including sea lions, tortoises, iguanas, finches, dolphins, whales and the ubiquitous blue-footed booby. Even though you can approach the wildlife closely, be sure not to touch them or interfere with them in any way. Your trip will also likely include a visit to the Charles Darwin Center on Santa Cruz Island, where you meet the the baby tortoises in the center’s breeding program.
The tortoises of the Galapagos islands can live to be well over 100, so if you meet one that you particularly like, you can plan a return trip with your grandkids!
Almost all Galapagos trips are ship-based - choose carefully!
Easter Island (Rapanui)
It’s not easy to reach Easter Island, which is reputed to be the most remote human civilization on earth, over six hours by plane from Chile. But when you do, you’ll discover where the colossal moai statues stand as guardians of an ancient Polynesian civilization. As you traverse this remote Pacific outpost, you'll uncover the secrets of a bygone era etched into the very landscape—a testament to the ingenuity and resilience of the Rapa Nui people. Picture yourself standing in the shadow of these majestic stone giants, each one a silent witness to centuries of history and tradition. But Easter Island isn't just about the moai; it's a living museum of cultural and natural wonders. Explore the rugged coastline, where pristine beaches meet dramatic cliffs, or hike to the summit of Rano Kau and peer into the crater lake below—an otherworldly vista that will leave you breathless. And when the sun sets, join the locals for a traditional Polynesian feast, complete with music, dance, and stories passed down through generations.
Maoi, he’s a good guy
Komodo Island, Indonesia
Another incredible destination in one of the most diverse and populous countries on earth, Komodo is a remote paradise, nestled within the Indonesian archipelago that beckons with promises of adventure and wonder. Here, you'll come face to face with the legendary Komodo dragon, the world's largest lizard, as it prowls through its natural habitat with an air of majestic dominance. But Komodo Island offers more than just encounters with these prehistoric beasts—immerse yourself in the island's rich biodiversity as you trek through lush jungles, where hidden waterfalls cascade into crystal-clear pools teeming with life. Dive beneath the waves and explore vibrant coral reefs, home to an array of marine creatures that rival the dragons in their splendor. And as the sun sets, bask in the glow of a fiery sky, reflecting on a day filled with unforgettable moments and the thrill of exploring one of the world's last true wildernesses. So, heed the call of adventure and embark on a journey to Komodo Island, where the line between myth and reality blurs, and every encounter is a testament to the raw power and beauty of nature.
The locals are always excited to have you for dinner!
Orkney
In the very Northern tip of Scotland, nobody visits Orkney for the weather. Instead, they come for the warmth of its people, which is matched only by the coziness of its pubs! Step into a world where every pint comes with a side of camaraderie and every conversation feels like catching up with old friends. Whether you find yourself in a centuries-old tavern with walls steeped in history or a seaside pub with views that stretch to the horizon, one thing remains constant—the irresistible charm of Orkney's pub culture. From lively folk sessions that will have you tapping your toes to the rhythm of the fiddle to hearty meals made with locally sourced ingredients, each pub offers a unique glimpse into the heart and soul of this enchanting island. So, grab a seat at the bar, raise a glass with the locals, and let the laughter and good times flow!
As they say in Orkney, “He's aye dilderin' aboot at the erse end o things.”
St Pierre and Miquelon
Did you know that two small French islands lie just off the coast of Newfoundland? St. Pierre and Miquelon beckons lovers to its shores with a blend of French charm and Atlantic allure. Picture yourselves wandering through the narrow streets of St. Pierre, hand in hand, surrounded by colorful clapboard houses adorned with vibrant flower boxes—a scene straight out of a postcard. Take a leisurely stroll along the rugged coastline of Miquelon, where windswept cliffs plunge into the azure sea, creating a backdrop so breathtaking, it rivals your partner's smile. Share a romantic picnic on the secluded beaches of Langlade, where the only footprints in the sand are your own, and the only soundtrack is the gentle lapping of waves against the shore. And as the day fades into night, cozy up together in a charming seaside inn, where the crackle of a fireplace and the scent of fresh croissants set the stage for an evening of passion and intimacy.
Ceci n’est pas Canada
Manhattan
Here I give honorable mention to Manhattan Island, my home and place of my birth. Home to over two million people and some of the world’s best art, theater, restaurants and travel agents, it’s no wonder most Manhattanites view the world something like this:
My home is just out of frame, to the right.
Malta
Only about the size of Nantucket, but located smack dab in the middle of the Mediterranean Sea, the island of Malta has been a coveted spot for every civilization who sailed the Mediterranean home from the Phoenicians to the British Empire. Its unique history is reflected in its language, an offshoot of Classical Arabic, but written in the familiar Latin alphabet. After centuries of foreign rule, Malta declared its independence from the United Kingdom and joined the EU in 2004.
Today, the foreign invaders are most likely to be tourists, attracted by the island’s year-round warm climate and gorgeous beaches, accompanied by lively and walkable ancient cities and fresh food. As a former British colony, it doesn’t hurt that English is universally spoken, along with an abundance of Italian, French and Spanish. Accustomed to centuries of travelers making their way to the island, Malta abounds with hotels, Bed-and-Breakfasts and eateries catering to every travel budget and style.
Make sure to make time to explore Gozo, Malta’s twin island
Maldives and Seychelles
The Maldives and Seychelles, a shimmering necklace of atolls scattered across the azure canvas of the Indian Ocean, promises a getaway like no other. It’s the perfect place to decompress after an African Safari. On these secluded islands, the sand is as soft as powdered sugar and the water glows with a million shades of blue. Dive beneath the surface, and you'll discover a vibrant underwater wonderland, where technicolor coral reefs teem with exotic fish and graceful manta rays glide through the crystal-clear waters. But it's not just about the natural splendor—the Maldives spoils you with luxury beyond compare. Retreat to your overwater villa, where a private infinity pool seems to merge seamlessly with the ocean, and indulge in world-class cuisine served against the backdrop of a breathtaking sunset.
Overwater bungalows are a Maldive speciality.
Westman Islands, Iceland
The Westman Islands, Vestmannaaeyjar in Icelandic, are named for Irish Celts captured by Icelandic vikings in the 9th century and brought to the island as slaves. Today, the islands are a major destination for local tourists, hosting the annual Þjóðhátíð, Iceland’s national festival, every August. But it’s in the winter, when the crowds go home, that the islands really shine.
Located smack dab in the middle of the gulf stream, the islands get very little snow and are home to thousands of migratory seabirds. A hikers and birders paradise, the islands are easily accessible for a day or overnight trip with a 15-minute flight from Reykjavik.
One of the Westman’s most famous residents
Tasmania
Nestled at the edge of the world off the southern tip of Australia, Tasmania beckons with its wild allure and quirky charm, like a mischievous wink from Mother Nature herself. Here, the rugged coastline wears the scars of countless tales, whispered by the Southern Ocean's salty breeze. Venture inland, and you'll find ancient forests where towering eucalypts stand guard over hidden gorges and moss-covered secrets. But it's not all wilderness and wonder—Tasmania's towns are a vibrant tapestry of history and modernity, where you can sip on single-origin brews in Hobart's hipster cafés or lose yourself in Launceston's labyrinthine laneways.
Some days it’s tough being a travel agent. This wasn’t one of those days.
Zanzibar
A legendary trading island off of East Africa, Zanzibar is a tapestry of cultures, landscapes, and experiences. Lose yourself in the labyrinthine alleys of Stone Town, where centuries-old mosques, bustling markets, and ornate palaces speak of a rich Swahili heritage infused with Arab, Persian, Indian, and European influences. Step into the past at the House of Wonders, where the legacy of Zanzibar's storied past comes to life through artifacts and exhibits. Venture beyond the city's labyrinthine streets to uncover pristine beaches fringed by palm trees and lapped by turquoise waters—paradise found. Explore the underwater wonderland of Mnemba Atoll, where vibrant coral reefs teem with marine life, offering snorkelers and divers a glimpse into a world of unparalleled beauty. And when the sun sets, immerse yourself in the rhythms of Taarab music, a soul-stirring fusion of African, Arabic, and Indian melodies that encapsulates the spirit of Zanzibar—a place where every discovery is a journey into the heart and soul of East Africa's island jewel.
Zanzibar is one of the most historic ports in Africa.
