Bebo's Café

At Pio Pio in Old San Juan, experience an intimate chef's counter setting with inventive small plates and thoughtfully paired wines that promise to impress.

Polished guesthouse in a Spanish Colonial–style building with bright rooms & a rooftop terrace. In a Spanish Colonial–style building in vibrant Old San Juan, this elegant guesthouse lies a 5-minute walk from the 1540 Catedral Metropolitana Basílica de San Juan Bautista, 1 km from the cliffside Castillo San Felipe del Morro and 5 km from Fernando Luis Ribas Dominicci Airport. Featuring strikingly tiled floors, the colorful rooms offer flat-screen TVs, desks and minifridges. Upgraded rooms add wrought-iron balconies. There's a rooftop terrace with sunloungers, as well as a pair of chic lobby lounges. Coin-operated laundry facilities are available.

Low-key hotel in an 1800s building, offering casual rooms & a restaurant with a rooftop terrace. Occupying a 19th-century building among the restaurants of the SoFo district, this unpretentious hotel is within a 7-minute walk of Castillo San Cristóbal, Terminal Covadonga bus station and La Fortaleza, the residence of the Governor of Puerto Rico. Relaxed rooms with conservative decor feature free Wi-Fi, satellite TV and minifridges. Upgraded rooms add city views. There's an informal rooftop restaurant with a terrace; continental breakfast is available for a fee. There's also a bar.

Cozy rooms in a Spanish-style hotel featuring an eclectic cafe & a roof deck with port views. Set on a storied street in Old San Juan, this stylish, Spanish-style hotel is a 7-minute walk from the San Juan Cruise Port and 1.5 km from Castillo San Felipe del Morro, a 16th-century Spanish fort. Featuring wooden decor, the cozy rooms come with complimentary Wi-Fi, flat-screen TVs and desks. Upgraded rooms add balconies and/or reading chairs that can be converted into beds. Suites add sitting areas and fort views. Kids 12 and under (up to 2 per room) stay with their parents at no cost. An eclectic cafe, a lobby lounge with elegant tilework and vintage furnishings, and a roof deck with city and port views are on-site. There's no lift.

"Natural Wine Bar"

Set in a historic mansion, this charming boutique hotel features an ocean-view rooftop, an outdoor pool, and unique art throughout—perfect for a memorable getaway.

A cozy neighborhood haven in old San Juan serving up hearty Creole-inspired dishes and stellar coffee, perfect for a chill culinary adventure.

"Nestled in the heart of Puerto Rico, Carli’s Fine Bistro & Piano offers an unforgettable dining experience where exquisite cuisine meets the soul-stirring power of live music. This unique bistro blends fine dining with a warm, intimate atmosphere, featuring a diverse range of musical performances from local and international jazz musicians, vocalists, and instrumentalists. Guests can enjoy carefully curated dishes crafted from the freshest local ingredients, all while savoring the dynamic sounds of live jazz, soul, and fusion music."