Trendy Boutique Hotel with Ocean Views

In the elevator at San Juan Water & Beach Club Hotel, there's a waterfall inside enclosed by glass. That's the first thing you're likely to notice. The second thing you'll most likely notice is its glass ceiling, which allows you to look up the elevator shaft as you ascend. Neat details like this helped the hotel earn recognition from TripAdvisor as one of the top five trendiest hotels in the Caribbean.

Celebrities including Snoop Dogg, Benicio del Toro, and Kid Rock have all paid a visit to Mist, the resort's rooftop lounge, which overlooks the waterscape of Isla Verde beach. Thursday–Saturday, DJs spin a Latin-inspired soundtrack late into the night. By day, a well-dressed crowd returns to Mist to sip cocktails and sample ceviche on plush daybeds by the pool.

The hotel is on Isla Verde beach, an idyllic stretch of Atlantic coastline. Water girls stroll the shore handing out cocktail popsicles and cooling towel wraps, and you can order food and have it delivered right to your beach chairs. For a more formal sit-down meal, head to Zest Restaurant, located off the hotel lobby. Its décor is inspired by water; the ceiling resembles an ocean surface, and the floors are illuminated. Here, you can feast on malt-braised pork cheek with parsnip puree or a miso-dressed cod with green-papaya compote.

The sound of the ocean surf is piped into the corridors that lead to the Atmosphere rooms. From floor-to-ceiling windows, you can get a nice view of the city and the water. In the morning, guests can enjoy a continental breakfast at Zest.

San Juan, Puerto Rico: Cosmopolitan City with Rich Spanish Heritage and Excellent Surfing and Fishing

Located along the northeastern coast of Puerto Rico, San Juan is a city of superlatives: it is the largest city on the island, one of the oldest colonial cities in the country, and operates one of the most important seaports in the world. Though San Juan is certainly modern, it also preserves quite a bit of its Spanish heritage.

At the mouth of the San Juan Bay, you'll find the blue cobblestone streets of Old San Juan, which are lined with museums, churches, and military forts dating back to the 16th century. The San Juan National Historic Site—located 7 miles from the hotel—features old but well-preserved buildings such as El Morro, a castle-like fortress built by the water in 1539 to defend the city from seaborne enemies and serve as a party house whenever the mayor went out of town.

Strong waves and constant wind keep windsurfers and kiteboarders busy in San Juan, and sailboats ring the marinas year-round. However, the island might be best known for its deep-sea fishing. Numerous charter boats can take you out to fish for tarpon, blue marlin, and mahi mahi in the Puerto Rican water, where 30 world fishing records have been broken.

Read the Fine Print for important info on travel dates and other restrictions.