Old San Juan Vacation Packages 2025/2026 from $334

Old San Juan flight + hotel vacation packages

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

San Agustin Apartments

San Juan Antiguo

$334

per person

Jan 11 - Jan 14

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. Business travelers can take advantage of the business center. Express check-out and luggage storage are also provided.

Urbana Hotel

San Juan Antiguo

$557

per person

Jan 19 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This hotel features luggage storage, concierge services, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Ola Boutique Hotel

Condado

$627

per person

Jan 11 - Jan 16

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.

Hotel Puerto Valdes

San Juan Antiguo

$348

per person

Jan 11 - Jan 14

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.

Romeo Gay Hotel

San Juan Antiguo

Save 100% on your flight

$699

per person

Jan 19 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, luggage storage, and concierge services are also on offer.

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

$166 nightly

$181 total

Nov 17 - Nov 18

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

$130 nightly

$142 total

Nov 3 - Nov 4

Total with taxes and fees

Free WiFi in public areas and luggage storage are available at this hotel.

Free WiFi

Air conditioning

Hotel Milano

307 Calle Fortaleza, San Juan, San Juan

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$135 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features free WiFi in public areas, luggage storage, and concierge services. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Free WiFi

Air conditioning

El Colonial - Adults Only

312 C. de San Francisco, San Juan, San Juan

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$192 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features a rooftop terrace and a bar/lounge. WiFi in public areas is free. The front desk is staffed around-the-clock and concierge services are on offer.

Pet friendly

Free WiFi

CasaBlanca Hotel

316 Calle Fortaleza, San Juan

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$121 total

Nov 10 - Nov 11

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

Hotel El Convento

100 Cristo St, San Juan

Free Cancellation

Reserve now, pay when you stay

$381 nightly

$416 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Pool

Free WiFi

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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

El Morro which includes general coastal views and heritage elements

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.

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.

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.

Frequently asked questions

How much are vacation packages to Old San Juan?

With vacation packages available from as low as $334, 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.