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What could an Alaska local ever discover on a voyage through the Inside Passage? Just the essence of the place he thought he knew.

Coco frios are sold on every corner during the high season (fall and winter) in Puerto Rico. Cold, fresh coconut water is the lifeblood of island living. Literally, if you were ever stranded on an island, you could sustain yourself on what’s inside a coconut (just ask Les Stroud). There is a difference between coconut water and coconut milk. Coconut water is clear to translucent and not as sweet—you harvest this from a fresh green coconut that has just fallen, or is ready to fall from the tree. It might taste unusual at first if you have never tried it, but this is actually the best form of natural electrolytes to replenish yourself after a workout or surf session. Watch the roadsides for the carts and folks with machetes—because this is your hint that coco frios await you!

This challenging climb leads down to a black-sand cove on the Atlantic (go at low tide for more beach). The sheer descent involves rope ladders, safety lines, and tree-root “steps.” Once you reach the beach, cool off under the 150-foot waterfall, then face the really hard part: getting back uphill. A local guide— who can advise on the best techniques— is a smart investment for this nail-biting adventure.

There is so much to fall in love with in Providenciales, the only touristy island in the Turks and Caicos, but there are certain experiences you just must do. The Turks and Caicos are a true paradise, and Providenciales (Provo, to locals) is home to one of the world’s most stunning shorelines, the 12-mile Grace Bay Beach. Other top experiences in the Turks and Caicos include DIY snorkeling, an island fish fry, or taking a homeless “potcake” dog to the beach.

Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.

Suddenly, grub that is both Chinese and Jamaican is a thing. Chef Craig Wong, third generation Chinese-Jamaican himself, has taken over a Dundas West space and done quite the number on the local dining scene, turning out a cuisine of his own that manages to encapsulate all that is Toronto. Pick from eats like the Jamaican patty double down — chef’s take on the famed KFC number — and the dirty fried rice with red sausage and peas. For a small group, go with the so-called Whole Shebang and test out Wong’s take on jerk chicken. Dinner can be reserved, but if you’s aiming for brunch, be there when the place opens and tuck into the Hong Kong-style waffles and the luscious maple butter French toast.

Negril, or the “Capital of Casual” as it’s known in Jamaica, is everyone’s favorite getaway, from locals to the visitors who return year after year. The buzz of activity on Seven Mile Beach’s powdery white sands is tempered by the breathtaking, serene views of the West End’s cliffs towering over the Caribbean. Lots of bars, hotels, and restaurants line Seven Mile Beach, and local eateries and smaller boutique resorts are perched up on the cliffs. While there’s more hustle and bustle and throngs of tourists on this end of Jamaica, the region still offers many secluded spots and unique experiences.

Go tubing on the White River with Ocho Rios Jamaica Tours and cool off in one of Jamaica’s most picturesque bodies of water. The jade colors of White River, dotted with fishing boats along its banks, rocks, and leafy banks, make it an ideal choice for shutterbugs and nature lovers. Combine your tube float with a stop at Irie Blue Hole, for a fun leap into the river-fed sinkhole.

Uncorking Switzerland’s Secret

Hop on a small barge-ferry to be whisked out to a larger boat for an unusual dinner on the water. Dine on the covered top deck, if you can snag a table, for an alfresco meal with a glittering night view of Montego Bay’s coast and the Caribbean. The menu is for seafood lovers but has options for everyone. The cozy, warmly lit nautical interior lends a relaxed and intimate vibe. Your fellow diners will most likely be locals, so you can feel like a Jamaica insider—previous passengers on the House Boat have included Steve McQueen, the Duchess of York, and the Beach Boys.

Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

While Jamaica has several “great houses"—former plantation houses—the Rose Hall Great House, outside Montego Bay, is one of its most visited. Set on beautiful grounds towering over the Caribbean, this 18th-century Georgian home was once owned by Annie Palmer. While touring, you’ll hear the legend that tour guides like to tell—that Palmer, nicknamed the “White Witch of Rose Hall,” was a cruel slave owner who tortured and killed many of her workers, some of whom were her lovers, before eventually being murdered in her sleep. There’s no truth to that story, but it adds to the eerie atmosphere of the property. In fact, haunted house night tours of Rose Hall Great House are offered.

Bypass the roadside watering holes and take a boat ride to Floyd’s Pelican Bar, instead. This thatched hut stands on stilts out in the water, making it a dreamy spot for an afternoon of swimming and shooting the breeze, solo or with friends. It’s 30 minutes from Treasure Beach (arrange a boat ride through your guesthouse or resort), and you can arrive for lunch and stay until after sundown for the just-caught fish, rum, and chilled Red Stripe on the menu. Inside the tiny shack, the flags of various countries hang and previous customers have left messages scrawled on planks and benches. Sit outside and watch the pelicans flying in formation across the horizon.

Who’s got the best view up in the Blue Mountains? It’s not Strawberry Hill, it’s the Jamaica Defense Force! The view from the military barracks and training ground—a short drive up from Mount Edge Guest House—is stunning, with the peaks and the coastline stretching ahead. Too bad you can’t stay here. But you can certainly get a ride up and quickly take in the scenery and a snapshot. If you’re lucky, you’ll spot the troops during a drill.

If you’ve ever longed for a ride down a river to spot crocodiles—and who among us hasn’t? [editor’s note: me!]—you can do just that on the Black River in southern Jamaica. The river cruises are a popular tourist attraction, but they never feel overrun. Enjoy an hour-long cruise past tall mangroves and ferns, spotting tropical birds and stopping when the guides greet crocodiles. The enormous reptiles swim right up and even open their jaws while passengers cringe and wonder if the guide’s hand is about to disappear. Don’t miss this fun chance to see some of Jamaica’s wildest interior.