Old San Juan Vacation Packages 2026 from $377

Old San Juan flight + hotel vacation packages

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

San Agustin Apartments

San Juan Antiguo

Save 100% on your flight

$377

per person

Apr 10 - Apr 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This apartment features express check-in, laundry facilities, and free self parking. A business center, express check-out, and luggage storage are also on offer.

Ola Boutique Hotel

Condado

$538

per person

Apr 10 - Apr 15

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.

Mata e' Platano Guesthouse

Mata de Plátano

$506

per person

Mar 5 - Mar 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

An outdoor pool, free self parking, and a virtual front desk are featured at this guesthouse. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

The Oliver Hotel

San Juan Antiguo

$571

per person

Mar 5 - Mar 10

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.

Aire de O:live

Isla Verde

$1,120

per person

Mar 5 - Mar 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Top Old San Juan hotels deals

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico

Free Cancellation

Reserve now, pay when you stay

$259 nightly

$282 total

Feb 24 - Feb 25

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

Armas Hotel

202 C. San José San Juan San Juan

Free Cancellation

Reserve now, pay when you stay

$207 nightly

$226 total

Feb 15 - Feb 16

Total with taxes and fees

Free WiFi in public areas and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Free WiFi

Air conditioning

Alma San Juan

405 C. de San Francisco San Juan San Juan

Free Cancellation

Reserve now, pay when you stay

$254 nightly

$281 total

Feb 1 - Feb 2

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Enjoy the a rooftop terrace and perks like free WiFi. A coffee shop, express check-in, and express check-out are also on offer.

Pool

Free WiFi

La Terraza de San Juan

262 Calle del Sol San Juan

Free Cancellation

Reserve now, pay when you stay

$266 nightly

$290 total

Feb 10 - Feb 11

Total with taxes and fees

This hotel features an outdoor pool and a rooftop terrace. Relax with a drink at the poolside bar and enjoy perks like free WiFi. A coffee shop, express check-in, and express check-out are also on offer.

Pool

Free WiFi

CasaBlanca Hotel

316 Calle Fortaleza San Juan

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$143 total

Feb 9 - Feb 10

Total with taxes and fees

A rooftop terrace is featured at this hotel, along with free WiFi in public areas and a terrace. Express check-out, luggage storage, and concierge services are also on offer.

Free WiFi

Air conditioning

Fortaleza Suites

315 Calle Fortaleza San Juan

Free Cancellation

Reserve now, pay when you stay

$173 nightly

$185 total

Feb 4 - Feb 5

Total with taxes and fees

Free WiFi in public areas, express check-in, and express check-out are available at this guesthouse. Dry cleaning, luggage storage, and concierge services are also on offer.

Free WiFi

Laundry

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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

Castillo San Felipe del Morro

This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

La Fortaleza

The official residence of the governor of Puerto Rico is a vast mansion and fortress that is open to the public on guided tours.

San Juan Gate

Enter San Juan through the last remaining gateway from the city’s walls and discover the military history of its atmospheric Old Town.

Frequently asked questions

How much are vacation packages to Old San Juan?

With vacation packages available from as low as $377, you won't need to drain your bank balance to travel to Old San Juan. Travelocity is here to help. Combine hotels, flights and experiences into a convenient package and walk away with impressive discounts. The more you book, the greater the savings.

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

Travelocity is the place to go to score an incredible Old San Juan package deal. Take your pick of 400 air carriers and 1,000,000 properties around the globe and craft a travel itinerary that's right for you. With so many options, it's easy to organize your next big adventure.

Why should I purchase my Old San Juan vacation package with Travelocity?

By booking your flights, hotel, car rental and activities altogether, you'll save time and money. We have a professional customer service support team available round-the-clock, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the getaway of your dreams today and start packing!

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

Definitely — and if you also add an experience or activity to your Old San Juan vacation package, you'll pick up even greater savings. With one of our packages, you can find things to do in the region that are right for you. Then, hop in your rental car and work your way through the list. The Baths is one fantastic attraction to put on your itinerary. It's 110 mi from Old San Juan.

What is there to do in Old San Juan?

San Juan Gate and La Fortaleza are popular with many tourists. Cross these popular sights off your itinerary and find out what the hype is about.