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| Hilton Caribe, Photo by Frank Macek |
For me, that place is the Hilton Caribe in San Juan, Puerto Rico. I’ve stayed here seven times now, and each visit has only deepened my connection to both the hotel and the island. Every time I set foot on Puerto Rican soil, there’s no question where I’ll be sleeping, dining, and soaking up the Caribbean sun. The Caribe has become part of my story.
Landing in San Juan always carries its own kind of excitement. The moment you step off the plane at Luis Muñoz Marín International Airport, you’re met with a swirl of tropical air, hints of salt, the chatter of fellow travelers, and that subtle hum of music that seems to follow you everywhere on the island. Flights are plentiful from all the major U.S. air carriers, including American, United, JetBlue, Spirit, and others, making it easy to plan a trip no matter where you’re coming from. Also, no passport is required since Puerto Rico is a United States territory.
Beyond the bar, the resort offers a wide variety of dining options, though this is one area where I’ll note a drawback. Like many resort hotels, food and snacks are not always easy to find outside the property unless you have a car, and the on-site restaurants can be pricey.
The pool and beach are what keep drawing me back. The resort’s lagoon-style pool winds around palms and lounge chairs, offering plenty of space to relax in the sun or shade. Just steps away, the beach stretches out with powdery sand and clear blue waters, calm enough for swimming but lively enough for a bit of fun. I’ve spent entire days alternating between the pool and ocean, never once checking the time. That rhythm of sun, water, and rest is what Caribbean vacations are supposed to be, and at the Caribe, it never disappoints.
Of course, part of the charm is its location. The Caribe sits at the very start of the islet leading into Old San Juan—known locally as Viejo San Juan—making it the perfect launchpad for exploring history, culture, and nightlife. If you’re in the mood for a bit of adventure, it’s easy to get into the old city. You can walk along the waterfront, rent a scooter (though scooters can only be taken to the outskirts of Old San Juan itself), or simply grab an Uber, which will get you there in minutes.
I also suggest renting a car, either directly at the airport when you arrive or in the nearby Condado area. Having your own vehicle lets you explore more of Puerto Rico, from the lush trails of El Yunque rainforest to the hidden beaches along the north coast. Parking at the Caribe is convenient for guests, with a daily rate of $25.00. Just make sure to get your parking ticket validated at the front desk, or you could be hit with a much higher fee. It’s a small detail, but one worth remembering.
Another thing to be aware of: like many resorts, the Hilton Caribe charges a daily resort fee. At the time of my last stay, it was about $42 per day plus tax. It covers amenities like Wi-Fi, access to the fitness center, beach chairs, and towels, but it’s worth factoring into your budget when you book.
Landing in San Juan always carries its own kind of excitement. The moment you step off the plane at Luis Muñoz Marín International Airport, you’re met with a swirl of tropical air, hints of salt, the chatter of fellow travelers, and that subtle hum of music that seems to follow you everywhere on the island. Flights are plentiful from all the major U.S. air carriers, including American, United, JetBlue, Spirit, and others, making it easy to plan a trip no matter where you’re coming from. Also, no passport is required since Puerto Rico is a United States territory.
From the airport, you can either drive, grab a taxi or Uber, or arrange other transportation directly to the hotel. The Caribe is located on the islet leading into Old San Juan, a perfect base for exploring both the city and the beach.
Upon arrival, the first you notice is the the lobby which sets the tone. It’s bright and airy, with sunlight pouring through tall windows and bouncing off polished stone floors. But more than a check-in point, it’s really a gathering place. With clusters of comfortable chairs and couches, it’s the perfect spot to “hang out,” sip a coffee, or people-watch as guests and locals flow in and out. Sometimes I linger here longer than I should, because there’s something soothing about simply sitting still and soaking in the atmosphere.
Rooms at the Caribe come in two distinct wings, each offering its own experience. Personally, I prefer the Beach Wing, which sits closest to the pool and beach. The upper floors here boast incredible views overlooking San Juan Harbor, where you can watch cruise ships arrive and depart like floating cities. Some guests, however, gravitate toward the towering Wave Wing, a modern high-rise that stretches 21 stories into the sky. It offers sweeping panoramas of the Atlantic Ocean and the city beyond. Whichever you choose, rooms feature either Double or King-size beds, ensuring comfort after long days in the sun.
One of the Caribe’s claims to fame is that it’s the birthplace of the piña colada, Puerto Rico’s most iconic drink. In 1954, bartender Ramón “Monchito” Marrero is said to have created the first piña colada here, blending pineapple, coconut cream, and rum into a concoction that quickly became a worldwide symbol of the tropics. To this day, sipping a piña colada at the hotel feels like a nod to history—and trust me, it tastes even better knowing you’re drinking it at its original home.
Upon arrival, the first you notice is the the lobby which sets the tone. It’s bright and airy, with sunlight pouring through tall windows and bouncing off polished stone floors. But more than a check-in point, it’s really a gathering place. With clusters of comfortable chairs and couches, it’s the perfect spot to “hang out,” sip a coffee, or people-watch as guests and locals flow in and out. Sometimes I linger here longer than I should, because there’s something soothing about simply sitting still and soaking in the atmosphere.
Rooms at the Caribe come in two distinct wings, each offering its own experience. Personally, I prefer the Beach Wing, which sits closest to the pool and beach. The upper floors here boast incredible views overlooking San Juan Harbor, where you can watch cruise ships arrive and depart like floating cities. Some guests, however, gravitate toward the towering Wave Wing, a modern high-rise that stretches 21 stories into the sky. It offers sweeping panoramas of the Atlantic Ocean and the city beyond. Whichever you choose, rooms feature either Double or King-size beds, ensuring comfort after long days in the sun.
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| The Caribe is home to the piña colada. Courtesy: Hilton Caribe |
One of the Caribe’s claims to fame is that it’s the birthplace of the piña colada, Puerto Rico’s most iconic drink. In 1954, bartender Ramón “Monchito” Marrero is said to have created the first piña colada here, blending pineapple, coconut cream, and rum into a concoction that quickly became a worldwide symbol of the tropics. To this day, sipping a piña colada at the hotel feels like a nod to history—and trust me, it tastes even better knowing you’re drinking it at its original home.
Beyond the bar, the resort offers a wide variety of dining options, though this is one area where I’ll note a drawback. Like many resort hotels, food and snacks are not always easy to find outside the property unless you have a car, and the on-site restaurants can be pricey.
Morton’s The Steakhouse is the premier option for a fine-dining experience, though it comes at a cost. For casual mornings, there’s a Starbucks in the lobby, and when my sweet tooth kicks in, I make my way to the Ice Cream and Cookie Shop, a personal favorite. Drinks flow easily at Bagua by the pool, or indoors at Caribar, where live music sometimes fills the night air.
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| Hilton Caribe pool area, Photo by Frank Macek |
Of course, part of the charm is its location. The Caribe sits at the very start of the islet leading into Old San Juan—known locally as Viejo San Juan—making it the perfect launchpad for exploring history, culture, and nightlife. If you’re in the mood for a bit of adventure, it’s easy to get into the old city. You can walk along the waterfront, rent a scooter (though scooters can only be taken to the outskirts of Old San Juan itself), or simply grab an Uber, which will get you there in minutes.
I also suggest renting a car, either directly at the airport when you arrive or in the nearby Condado area. Having your own vehicle lets you explore more of Puerto Rico, from the lush trails of El Yunque rainforest to the hidden beaches along the north coast. Parking at the Caribe is convenient for guests, with a daily rate of $25.00. Just make sure to get your parking ticket validated at the front desk, or you could be hit with a much higher fee. It’s a small detail, but one worth remembering.
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| Hilton Caribe Beach, Photo by Frank Macek |
While not unexpected in resort destinations, it’s one of those line items that can surprise first-time guests if they don’t plan for it.
Still, for everything the Caribe offers, I’ve never felt shortchanged. The blend of history, location, and atmosphere keeps me coming back. This is not just another beach hotel—it’s a place with a story, a tradition, and a way of making you feel like you belong.
Still, for everything the Caribe offers, I’ve never felt shortchanged. The blend of history, location, and atmosphere keeps me coming back. This is not just another beach hotel—it’s a place with a story, a tradition, and a way of making you feel like you belong.
Seven visits in, I can honestly say that each time has been just as rewarding as the last. I already know I’ll be back again.
Visitor Information: Hilton Caribe San Juan
Visitor Information: Hilton Caribe San Juan
Address:
1 San Geronimo Street, San Juan, Puerto Rico 00901
Website: https://www.caribehilton.com/
Phone: +1 787-721-0303
Website: https://www.caribehilton.com/
Phone: +1 787-721-0303
Check-in / Check-out: Check-in begins at 4:00 PM; check-out is at 12:00 PM.
Transportation Tips:
Transportation Tips:
- From the Airport: About a 15-minute drive from Luis Muñoz Marín International Airport (SJU). Taxis, Ubers, rental cars, and shuttles are all available.
- Parking: Self-parking for guests is $25 per day (validate ticket at the front desk). Valet parking is also available for an additional fee.
- Getting Around: Old San Juan is reachable by Uber, scooter (to the outskirts), or a long walk if you’re up for it. Renting a car is highly recommended for exploring outside San Juan.
- Resort Fee: Approximately $42/day plus tax, covering Wi-Fi, beach chairs, fitness center, and other amenities.
- Incidentals Hold: A credit card hold is taken at check-in, refunded after checkout if unused.
- Multiple pools, including a lagoon-style main pool
- Beachfront access with lounge chairs and umbrellas
- Fitness center and spa services
- Several on-site restaurants and bars (Morton’s, Caribar, Starbucks, Bagua, Ice Cream & Cookie Shop)
- Meeting and event spaces for weddings, conventions, and conferences
- Old San Juan (Viejo San Juan): 5–10 minutes by Uber; explore historic forts, colorful streets, and lively nightlife.
- Condado: Upscale shopping and dining, 10 minutes away.
- El Yunque National Forest: About a 45-minute drive; hiking and waterfalls.
- Isla Verde Beach: Another popular beach destination near the airport.