San Juan Vacations from $540
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Explore lively San Juan on vacation
The eclectic city of San Juan is the perfect place to get away from it all. Book San Juan vacation packages to experience its kaleidoscopic charms with ease and comfort. Wander the atmospheric streets of Old San Juan, embrace the thrills of water sports on the blue Caribbean sea, or simply spend long afternoons whiling away your cares on the beautiful golden beaches. The capital of Puerto Rico is a mesmerizing blend of present and past, where pulsating modernity meets deep tradition. Browse Expedia to find some of the best deals on San Juan, Puerto Rico flights and hotels today.
The Latest San Juan vacation packages
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
Save 100% on your flight
Price was $1,026, price is now $540 per person
$540
per person
Dec 4 - Dec 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (498 reviews)
Place was pretty but not what pictured online.
Reviewed on Oct 2, 2025
The Oliver Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,312, price is now $645 per person
$645
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (36 reviews)
Everything very nice and clean. There is no permanent staff manning the front desk, but they are a call and a couple of minutes away. The area, Puerta de Tierra, is very safe and within walkable distance to El Viejo San Juan.
Only complaint: at arriving, on Thursday, I let the front desk to know that it was my wife birthday the following Saturday, and ask for their help to prepare a small surprise for my wife (that I was going to pay for). The following day I was told that the owners, due to their religion, do not celebrate birthdays. I found that a weird reason. It is their religion, not mine, and I didn’t want them to celebrate anything, I was the one celebrating my wife birthday.
Reviewed on Sep 28, 2025
Romeo Gay Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,009, price is now $587 per person
$587
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (82 reviews)
The property was very nice and accommodating. Do be aware that if you are utilizing the second bed in the loft, that you definitely need to be in good shape and not afraid of heights to climb the tall metal ladder! That was the only thing that was a little shocker! Once you’re up there, though, it’s very comfortable.
And the crew and team there are very polite and accommodating, and most helpful in every way! They offer free water and there is coffee available as well.
Reviewed on Sep 30, 2025
Where to stay in San Juan
Find the best San Juan areas and neighborhoods for the activities you enjoy most. Learn more about San Juan
Old San Juan
4.5/5(354 area reviews)
The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.
Discover the most popular places to visit in San Juan
Port of San Juan
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
Luquillo Beach
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
Condado Beach
This beach within the bustling city of San Juan is the perfect place to relax for a few hours.
What to do in San Juan
LED Kayak Night Glow Tour in Condado Lagoon
$75
per adult
92% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
$68
per adult
80% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
$162
per adult
90% of travellers recommend
San Juan Hotel Deals
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado, San Juan
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $297 total per night from Oct 19 to Oct 20
$297 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (2,097 reviews)
"The it hotel . Celebrities where there and all luxury cars"
Reviewed on Oct 2, 2025
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $378 total per night from Oct 7 to Oct 8
$378 total
Oct 7 - Oct 8
Total with taxes and fees
9.2/10 Wonderful! (1,626 reviews)
"The hotel was amazing, staff was so welcoming and always took care of whatever we needed, also recommended a lot of good spots around the area and they had a beautiful view of the ocean would come again."
Reviewed on Sep 30, 2025
AC Hotel by Marriott San Juan Condado
1369 Ashford Avenue, San Juan
$185 nightly
The price is $251 total per night from Oct 6 to Oct 7
$251 total
Oct 6 - Oct 7
Total with taxes and fees
8.4/10 Very Good! (1,169 reviews)
"Shops nearby close to the beach"
Reviewed on Sep 28, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
San Juan Beach Vacation
There's nothing like a San Juan vacation to add a little spring in your step. The sound of rolling surf and the smell of fresh ocean air will help refresh your mind, body and soul. To be near the town center on your trip to San Juan, find a hotel around Condado Beach (just 2 miles away). If you're intending to stay for a while, browse our San Juan vacation packages. Not only will you be able to save some money, you'll also have other stunning beaches around you to explore, like Playa Ocean Park and Playa del Caribe Hilton. Now that's a win-win!
Things You Should Know About San Juan
- If fresh sea air and strolls along the shore are your idea of a dreamy escape, why not opt for one of our San Juan beach hotels? Staying by the water is the perfect cure for life's little stresses.
- Our apartments, like Howard Johnson Centro Cardiovascular San Juan and La Terraza de San Juan, are a hit with visitors of all sorts. Check out the amenities and get ready for your stay in San Juan!
- San Juan has a population of roughly 418,100 people. Why not get out and mingle with a few of them? It's an excellent way to pick up a little inside intel on the place! Also look up our San Juan things to do page.
- Don't leave without stopping by Port of San Juan, Condado Beach and Condado Beach. With the cash you save through our San Juan vacation deals, you can see more top attractions like these.
San Juan Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
Population | 418,100 |
Top Sights | Condado Beach, Carolina Beach and Dorado Beach |
Why visit San Juan
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- Castillo San Felipe del Morro
- Catedral Basilica Menor de San Juan Bautista
- Calle Fortaleza
- La Fortaleza
- Plaza de Armas
- Statue of Ponce de Leon
- Alcaldia
- Arte & Mascaras
- Museum of the Americas
- Museum of our African Roots
- Casa del Libro
- Paseo de la Princesa
- Old San Juan Organic Farmers Market
- Ole Curiosidades
- Pablo Casals Museum
- Santa Maria Magdalena de Pazzis Cemetery
- San Juan Gate
- Mercado Agricola Natural
- Chapel of Christ the Savior
- Museo de Arte e Historia de San Juan
- Capilla del Cristo
- Port of San Juan
- Parque las Palomas
- La Rogativa Statue
- Felisa Rincon de Gautier Museum
- Galeria Nacional
- Puerta de San Juan
- San Jose Church
- Museo del Mar
- Convento de Los Dominicos
- Plaza de Colon
- Castillo de San Cristobal
- Pier 1
- Museo de Casa Blanca
- Casa Rosa
- Institute of Puerto Rican Culture
- Teatro Tapia
- San Juan Ferry Dock
- Pier 3
- Pier 4
- Visit Puerto Rico
- Escambron Beach
- Old San Juan Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.