San Juan Vacation Packages 2026/2026 from $595

San Juan flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Oliver Hotel

San Juan Antiguo

$595

per person

Jan 6 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Luggage storage is provided and the front desk is staffed around-the-clock.

Ola Boutique Hotel

Condado

$973

per person

Feb 15 - Feb 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This luxury hotel features a full-service spa and a restaurant. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

OLV Fifty Five - Adults Only

Condado

$1,598

per person

Jan 17 - Jan 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This luxury hotel features 2 restaurants, a bar/lounge, and an outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.

Hotel Puerto Valdes

San Juan Antiguo

$906

per person

Jan 26 - Feb 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Isla Verde Beachfront Retreat With Parking

Isla Verde

$781

per person

Jan 6 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

A gym is featured at this apartment, along with free WiFi in public areas.

Top San Juan hotels deals

The Condado Plaza Hotel

999 Ashford Avenue San Juan

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$217 total

Dec 14 - Dec 15

Total with taxes and fees

This smoke-free resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Pool

Restaurant

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

$446 nightly

$495 total

Dec 10 - Dec 11

Total with taxes and fees

A full-service spa, 3 restaurants, and 4 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the children's pool, complimentary bicycles, and babysitting.

Pool

Hot Tub

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan

Free Cancellation

Reserve now, pay when you stay

$304 nightly

$338 total

Dec 14 - Dec 15

Total with taxes and fees

This Art Deco resort features a casino, a full-service spa, and a nightclub. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the 3 outdoor pools and perks like free WiFi.

Pool

Hot Tub

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico

$190 nightly

$207 total

Dec 16 - Dec 17

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Pool

Pet friendly

Costa Bahia Hotel Paseo Caribe

1 Calle San Gerónimo San Juan San Juan

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$142 total

Dec 8 - Dec 9

Total with taxes and fees

A 24-hour gym is featured at this hotel, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Free WiFi

San Juan Marriott Resort and Stellaris Casino

1309 Ashford Avenue San Juan

Free Cancellation

Reserve now, pay when you stay

$379 nightly

$420 total

Dec 15 - Dec 16

Total with taxes and fees

A casino, a full-service spa, and 2 outdoor pools are all featured at this luxury hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

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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.

Popular places to visit

San Juan Antiguo showing general coastal views and a coastal town

Port of San Juan

4.5/5(2,281 reviews)

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

4.5/5(1,031 reviews)

Nothing says vacation like spending a lazy day at Luquillo Beach, a popular beach in San Juan. Discover the area's countryside and mountain views.

Condado Beach

4.5/5(1,500 reviews)

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Frequently asked questions

How much are vacation packages to San Juan?

You'll find an amazing hotel and flight bundle for a mere $595. With a Travelocity vacation package, an escape to San Juan has never been more tempting! Save some time and money and then get a head start on packing those bags.

Where can I get the best vacation package deals for San Juan?

You can pick up awesome San Juan package deals with Travelocity. Pick and choose from as many as 400 airlines and 1,000,000 worldwide properties and turn those vacation daydreams into a reality.

Why should I purchase my San Juan vacation bundle with Travelocity?

Because we believe in crafting unforgettable travel experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to make sure your needs are taken care of. We also have a Price Match Guarantee, so you can secure your vacation knowing you've landed the best deal around. How? If you find a lower price, we'll match it!

Can I save on my San Juan car rental if I bundle it with my hotel or flight?

Absolutely. And our San Juan vacation packages are the best way to do it. In just a few clicks you can save cash and time by booking everything in one place. Pick up the keys to your rental car then set your own course. Searching for things to do? Add some activities or experiences to your package and save on those too.