San Francisco Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in San Francisco

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

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was CA $1,299, price is now CA $588 per person
CA $588
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (35 reviews)
I booked this place thinking it was in the heart of Old San Juan based on reviews about the “great location,” but it actually wasn’t close to much — about a 20-minute walk to the main attractions. The front desk is technically available 24/7, but only through a messaging system, and someone comes over if there’s an issue. They do respond quickly. One girl that came over at one point was not friendly whatsoever as if I was inconveniencing her: That setup made me feel a bit uneasy since there’s no on-site security, and the building felt empty even though other guests were staying there. Entry is by keypad into an empty lobby. The elevator didn’t work, and the next day we didn’t have hot water (though it was eventually fixed, the water pressure stayed low). The shower had a modern design with only half a wall and no door, which caused the bathroom floor to flood. On the positive side, the king bed room was spacious. However, overall, I wouldn’t recommend this place if you’re looking to really experience Old San Juan.

Reviewed on Aug 25, 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was CA $2,905, price is now CA $1,133 per person
CA $1,133
per person
Nov 16 - Nov 23
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (484 reviews)
Clean room and very friendly staff

Reviewed on Sep 5, 2025

Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Price was CA $1,299, price is now CA $588 per person
CA $588
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (342 reviews)
Clean room and property. Kind staff. Great location

Reviewed on Sep 8, 2025

Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Price was CA $1,299, price is now CA $637 per person
CA $637
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (76 reviews)
Great place only stayed for the night but definitely would stay again for more days

Reviewed on Sep 9, 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Price was CA $2,067, price is now CA $1,036 per person
CA $1,036
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (394 reviews)
Amables y excelente comunicación. Hay un estacionamiento seguro justo a un lado al que nos permitieron acceso y la locación es muy conveniente.

Reviewed on Sep 7, 2025

Where to stay in San Francisco

Find the best San Francisco areas and neighborhoods for the activities you enjoy most. Learn more about San Francisco
San Juan

Old San Juan

4.5/5(35 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.

Find hotels in Old San Juan

San Francisco Hotel Deals

El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
312 C. de San Francisco, San Juan, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Sep 11 to Sep 12
CA $128
CA $166 total
Sep 11 - Sep 12
includes taxes & fees
El Colonial - Adults Only
Alma San Juan

Alma San Juan

4 out of 5
405 C. de San Francisco, San Juan, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Sep 16 to Sep 17
CA $187
CA $256 total
Sep 16 - Sep 17
includes taxes & fees
Alma San Juan
CasaBlanca Hotel

CasaBlanca Hotel

3.5 out of 5
316 Calle Fortaleza, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Sep 10 to Sep 11
CA $117
CA $136 total
Sep 10 - Sep 11
includes taxes & fees
CasaBlanca Hotel
See all 3,579 properties in San Francisco
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a San Francisco vacation package cost?
The most affordable San Francisco vacation package is CA $588, so your dream vacation can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to customize a package that matches your traveling style.
How do I get a cheap travel package to San Francisco?
Bundle your hotel and flight bookings, add on extras such as a rental car or activities, and save with a San Francisco vacation package. You won't just enjoy exciting discounts on your trip — you'll have lots of choice at your fingertips too. When you book with Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties throughout the world. Your dream vacation begins right here, right now!
Where should I stay in San Francisco?
Urban adventurers come from all over to experience San Juan Gate and Catedral Basilica Menor de San Juan Bautista in San Francisco. Book yourself a room within a stone's throw of these awesome attractions and visit them whenever you want.
What are the top hotels in San Francisco?
Get your vacation off to a flying start by locking in a room at Enchanted Suite | Cozy 1 Bedroom Apartment In Old San Juan. It's one of most sought-after hotels in San Francisco. Another option is El Colonial - Adults Only.
How far in advance should I book my San Francisco vacation?
It all depends on the air carrier, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travelers will occasionally nab a cheaper flight just weeks prior to departure dates.
What does an Expedia San Francisco travel package include?
It comes down to what you're after. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the entire family to San Francisco? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a San Francisco travel package?
A travel package can be customized for your budget and is a fantastic way to make your hard-earned dollars stretch further. What you include is totally up to you. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with a San Francisco Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my San Francisco vacation package?
You can. We realize even the best-laid plans can go awry, so we're here to help if you need to make changes to your San Francisco vacation package. You may be able to change or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Things to do

Old San Juan Walking Tour

Old San Juan Walking Tour

CA $54
per adult
96% of travellers recommend
Old San Juan Walking Tour
History

Explore Old San Juan Walking Tour

CA $41
per adult
98% of travellers recommend
Explore Old San Juan Walking Tour
Make Your Own Perfume Guided Workshop | Old San Juan

Make Your Own Perfume Guided Workshop | Old San Juan

CA $122
per adult
100% of travellers recommend
Make Your Own Perfume Guided Workshop | Old San Juan
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.