San Diego Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Your San Diego Vacation

Lock in a San Diego vacation package and prepare to experience all this lively city has to offer. Consider staying in the neighborhood of San Pedro, which is good for shopping, cafes and bars and pubs. A trip to San Diego is a terrific opportunity to sightsee. Check out renowned attractions like National Museum of Costa Rica, National Park and National Center of Art and Culture. Stop dreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your San Diego vacation plans into motion!

Top San Diego Vacation Deals

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

Arenal Waterfall Lodge

Save 100% on your flight
CA $864
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
8.6/10 Excellent! (710 reviews)
Fondavela Hotel

Fondavela Hotel

CA $1,586
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
8.6/10 Excellent! (414 reviews)
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

CA $3,463
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (1,008 reviews)
It is a dream. Waking up to volcano views and spending days hot springs hopping is truly magical. All of the staff go above and beyond as well.

Reviewed on Sep 22, 2026

Koora Hotel by Sandglass

Koora Hotel by Sandglass

Save 100% on your flight
CA $2,785
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (345 reviews)
Auténtico Hotel

Auténtico Hotel

Merced
Save 100% on your flight
CA $1,009
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
8.6/10 Excellent! (691 reviews)
Very helpful staff as well as most friendly . The breakfast buffet was great lots of options from hot to cold . I would highly recommend this place to anyone

Reviewed on Sep 18, 2026

Ready to book your vacation to San Diego?

Choose your dates

San Diego Hotel Deals

Barceló San José

Barceló San José

Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
CA $132
CA $149 total
Oct 11 - Oct 12
includes taxes & fees
Barceló San José
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $142
CA $161 total
Oct 14 - Oct 15
includes taxes & fees
9.4/10 Exceptional! (1,208 reviews)
"We enjoyed our stay"

Reviewed on Sep 23, 2026

Fairfield by Marriott San Jose Airport Alajuela
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
CA $141
CA $159 total
Oct 13 - Oct 14
includes taxes & fees
DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,373 properties in San Diego
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.

What to do in San Diego

San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

CA $41
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

CA $189
per adult
88% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
San Jose by Night: Small Group Food and Culture Tour with Dinner

San Jose by Night: Small Group Food and Culture Tour with Dinner

CA $111
per adult
92% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
See all activities in San Diego

Frequently asked questions

How much does a San Diego vacation package cost?
You can pick up a vacation package to this top destination from CA $864 on Expedia. But how much your vacation to San Diego costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to San Diego?
You can typically find lower rates and greater availability in September, October and November. Explore our cheap San Diego vacation packages and you could score some great off-season discounts.
How many days is enough for San Diego?
Allow at least 2 days for your San Diego vacation if you're hoping to immerse yourself in everything that makes this place unique. Wander around popular areas, including Carmen and Catedral. Then tick off top attractions like Jade Museum and Terramall. With a well-organized itinerary, you can keep busy with room for some downtime too. Want to travel outside of San Diego? Consider squeezing in an excursion or two.
How to find the best San Diego package deals?
Use Expedia's filters to find some fabulous San Diego package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for San Diego package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a San Diego vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized San Diego vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to San Diego?
If you have your San Diego vacation dates finalized, book as soon as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to San Diego?
  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit San Diego.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to San Diego.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in San Diego. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a San Diego vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.