San Juan VacationsScroll for Hotel + Flight & All Inclusive Deals
2021 San Juan vacation deals
Where to stay in San Juan
Condado
4/5Very Good!(20 area reviews)
Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.
Isla Verde
4/5Very Good!(28 area reviews)
White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.
Ocean Park
4.5/5Wonderful!(8 area reviews)
This cosmopolitan area of San Juan is a great place to experience the relaxed, contemporary culture of Puerto Rico.
Best lodging options near San Juan
Reviewed on Jan. 20, 2021
Reviewed on Jan. 22, 2021
Reviewed on Jan. 22, 2021
San Juan Vacation Packages
Visit Puerto Rico’s capital to sunbathe on white-sand beaches, shop in stylish boutiques and explore historic buildings dating back to the 16th century. Enjoy a tropical beach vacation in San Juan and explore the many historic sites in one of the oldest cities in the Americas.
The oldest part of the city, known as Old San Juan (El Viejo San Juan), is a small island connected to the mainland by bridges. Here, you’ll find many of the city’s most popular attractions, historic buildings, restaurants and shops.
Visit the Museo de Arte de Puerto Rico, which has a wide range of exhibits, regular cultural events and a beautiful botanical garden. Just a short walk away is the Catedral de San Juan where you can attend a Spanish mass or view the final resting place of Ponce de Leon, a Spanish explorer and the first Governor of Puerto Rico.
No trip to the area is complete without a visit to the San Juan National Historic Site. This massive complex is World Heritage listed and includes many of the city’s defensive walls and fortresses. Plan to spend several hours here as you can explore dungeons and tunnels, and climb towers for 140-feet-(42-meter) high views of the city.
San Juan is well known for its excellent shopping, so make the time to wander along the Calle del Cristo, Old San Juan’s popular shopping street. You’ll find famous international boutiques alongside merchants selling local goods.
Those looking to relax on the beach should head east of Old San Juan to Isla Verde. This beach is close to the main attractions, but far enough away to be a good place for some peace and quiet. For those with children, Luquillo Beach, where coral reefs protect a lagoon, is a great option.
Despite severe traffic congestion, residents and visitors to San Juan primarily travel by car, although a free tourist trolley runs in Old San Juan. Some areas offer a metro system and public buses, but the best option for visitors is usually either walking the shorter distances or taking advantage of a local trolley or taxi service.
Top Pre-Packaged Vacations & All Inclusive Resorts in San Juan
If you want to experience the pulse of Puerto Rico, there’s no better place to do it than San Juan. Perched on the country’s eastern edge, this capital city sparkles with a mix of historical and modern; medieval buildings sit next to avant-garde art galleries, traditionalists share the sidewalk cafes with trendsetters, and passing cars blare salsa beats as frequently as they do the latest reggaeton hits. This is a city defined by its dynamic past and thrilling future, and the perfect San Juan vacation gives you the chance to uncover both.
Of course, it’s also a stunning beach destination, and you’ll find a variety of San Juan all inclusive vacation packages designed to let you explore its shores. Start with the golden sands and hip crowds of Ocean Park, and then make your way to the famous Condado Beach to book a variety of water-sport adventures. This is the spot that put the city on the map in the 1920s, and its energetic atmosphere and crashing surf are classically San Juan. Plus, you’ll find several family hotels and all inclusive San Juan resorts perched along its coastline.
Beyond the beautiful beaches, however, San Juan offers a distinctly urban vibe. The city is similar to Miami in that way; the coast is fantastic, but the city’s heart belongs to its vibrant street life. Old San Juan is the historical center, and it’s here that you’ll see the area’s most obvious Spanish-colonial influences. Colorful houses line the cobblestone alleys, tropical flowers grace the patios, and sights like the El Morro fort allude to a less-than-peaceful past. In this district, San Juan all inclusive hotels run the gamut from old-world chic to uber-modern, and the selection is something of a microcosm of the city itself.
Once you’ve shopped for souvenirs and seen the historical sights, venture beyond the tourist centers to sneak a peek at a more local-friendly side of San Juan. The Santurce barrio is great for avant-garde art museums and after-hours nightclubs, and the campus area of Rio Piedras is home to the Plaza del Mercado and its authentic food court. Just be sure to make it back to El Condado before nightfall; no all inclusive San Juan Puerto Rico vacation is complete without seeing one of the area’s spectacular sunsets.