Year-round, the 100-foot in-water visibility is enough to lure snorkelers to the reefs of the Turks and Caicos Islands. Winter only sweetens the pot: December through February, scores of humpback whales come to the Caribbean to mate or give birth, and the Columbus Passage between the islands of Grand Turk and Salt Cay is on their migratory route. This stretch, shallow and warm, is an ideal training grounds for momma to teach baby about breathing and other whale-life basics — making it also ideal to behold greatness underwater.
The dream digital nomad lifestyle here is to surf the morning high tide, work through the heat of the day in your air-conditioned villa, then surf the evening high tide. If you want a little more hustle and bustle, a few hours north is surfer’s paradise Tamarindo and on the Caribbean coast there is Puerto Viejo for digital nomads who love to surf and listen to lots of reggae.

Great list, and having been to half these places I can say we have similar tastes in locales. Regarding Costa Rica, there’s another beach town option a bit up the coast from Santa Teresa called Nosara, which I’d recommend checking out for its mix of yoga and surfing. Wi-Fi is pretty slow though, at just 1Mbps in the cafes. Is it the same in Santa Teresa? I will say that having been there just last year, Costa Rica (or at least Nosara) has poor bang for the buck — basically US prices but in a developing country. We couldn’t find a meal there for less than $7.

If your looking to step aboard something that is more modern, try Catamaran Reef Snorkel. On this tour, you get to sail on a luxurious 68 foot sailing catamaran, and get to explore the living coral reef’s ecosystem in style. If you are looking for a shorter snorkeling trip, this is the one for you, lasting only three and a half hours, and providing a full hour of snorkeling and the rest of it traveling by wind power.
Out of every activity on offer in the Florida Keys, if you are fortunate enough to have the swim with dolphins experience, you are guaranteed to head back home with a bright smile emblazoned across your face, and a warm heart. Dolphins have long been a beloved symbol of Key West Dolphin tours, and around the world, they are known to be the clowns of the sea world.
Great list, and having been to half these places I can say we have similar tastes in locales. Regarding Costa Rica, there’s another beach town option a bit up the coast from Santa Teresa called Nosara, which I’d recommend checking out for its mix of yoga and surfing. Wi-Fi is pretty slow though, at just 1Mbps in the cafes. Is it the same in Santa Teresa? I will say that having been there just last year, Costa Rica (or at least Nosara) has poor bang for the buck — basically US prices but in a developing country. We couldn’t find a meal there for less than $7.
Amazing views! On the map Ocean Beach doesn't look like much, but when you get there it's bigger than you think. It's a pretty amazing view, especially if you get there for the sunset, which I did. It's no LA though. It has great waves if you're a surfer. Obviously colder in the winter. The smell of fresh ocean air is so calming and warming. However, it is usually packed. There's tons of tourists and locals. Barely any parking.
Maui has many ideal snorkel spots, but for something completely different don your gear and sail on the luxury catamaran Kai Kanani to Molokini Crater—a tiny, volcanic crescent off the island's southernmost shore. A State Marine Life & Bird Conservation District, it is home to dolphins, manta rays, turtles, and dozens of varieties of insanely colorful tropical fish.
Year-round, the 100-foot in-water visibility is enough to lure snorkelers to the reefs of the Turks and Caicos Islands. Winter only sweetens the pot: December through February, scores of humpback whales come to the Caribbean to mate or give birth, and the Columbus Passage between the islands of Grand Turk and Salt Cay is on their migratory route. This stretch, shallow and warm, is an ideal training grounds for momma to teach baby about breathing and other whale-life basics — making it also ideal to behold greatness underwater.
Thanks for the great insight Kyle! I had a question for you, I have some friends going to Puerto Vallarta in January, the peak of high season. I’d like to join them, but get my own place. Do you recommend the ‘boots on ground’ method here as well? Wasn’t sure since it’s such a popular tourist spot and right now it’s tough to find affordable places online. Thanks for all the shared knowledge! -Matthew
In 1915, John D. Spreckels and his Bayshore Railway Company built a 1,500 feet (460 m) wooden bridge connecting Ocean Beach with Mission Beach. The company used the bridge for a trolley, part of the San Diego Class 1 Streetcars, which connected OB with Downtown San Diego and encouraged the development of both Ocean Beach and Mission Beach.[10] The bridge was demolished in January 1951, thereby cutting off through traffic to Ocean Beach from the Mission Beach and Pacific Beach communities.[11]
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