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.
  • Jan 22 - Jan 26

    Xandari Resort And Spa + Flight

    San Isidro
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • 2 stops SJO - YYZ • 1 stop
    Save 100% on your flight
    CA $2,934
    CA $1,841
    per traveller
    found 20 hours ago
    Xandari Resort And Spa
  • Jan 26 - Jan 31

    The Springs Resort and Spa at Arenal + Flight

    Monterrey
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,002 reviews)
    "Had the most amazing stay at Springs Resort. Luxury, ecolodge with plenty of hot springs for adults and pools for kids. Close to adventures . Restaurants on property were delicious ! Will definitely return 💓"
    Reviewed November 13, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YYZ - SJO • 1 stop SJO - YYZ • 1 stop
    CA $5,540
    CA $3,226
    per traveller
    found 1 day ago
    The Springs Resort and Spa at Arenal
  • Jan 18 - Jan 24

    Maquenque Lodge + Flight

    Pital
    6 nights
    3.0 star property
    9.6/10 - Exceptional (89 reviews)
    "This is a barely discovered gem, a rare destination that will leave you with lifelong memories. We stayed here 9 years ago, and returned this summer. The rainforest location is unique. We stayed in a treehouse, with frequent visits from spider monkeys and seemingly endless species of birds. We partook for a second time the riverboat tour through the local rainforest, up through the Nicaragua border. We saw spectacular macaws, toucans, and numerous other bird species. We encountered..."
    Reviewed August 31, 2026
    Roundtrip • Calgary (YYC) - San José (SJO)
    YYC - SJO • 1 stop SJO - YYC • 1 stop
    CA $4,535
    CA $2,685
    per traveller
    found 11 hours ago
    Maquenque Lodge
  • Jan 22 - Jan 28

    Lapa Rios Lodge + Flight

    Puerto Jiménez
    6 nights
    4.5 star property
    9.8/10 - Exceptional (29 reviews)
    "My wife and I were at the Lodge for eight (8) full days. We have extensive travel experiences throughout the world. We cannot say enough about our stay, without a doubt one of the best we have had across almost 30 years. Among so many world class amenities (food, service, knowledge of the area, our guides, etc.) , what stands out the most were the people. Every single staff member from our guides to the front desk,....it was just not the service you remember, but how they made us feel. We..."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - San José (SJO)
    YTZ - SJO • 1 stop SJO - YYZ • 1 stop
    Save 100% on your flight
    CA $12,664
    CA $8,056
    per traveller
    found 10 hours ago
    Lapa Rios Lodge
  • Dec 19 - Dec 25

    Way to Heaven Luxury Glamping + Flight

    Monteverde
    6 nights
    2.0 star property
    9.6/10 - Exceptional (12 reviews)
    "10000/10 Javier was a wonderful host, would highly recommend. He was very accommodating, very helpful with local suggestions. We had issues finding the location, he even went to go find us. Absolutely wonderful experience. The dome was one of the coolest experiences we’ve had yet."
    Reviewed August 20, 2026
    Roundtrip • Hamilton (YHM) - San José (SJO)
    YHM - SJO • 1 stop SJO - YHM • 1 stop
    CA $3,843
    CA $2,539
    per traveller
    found 19 hours ago
    Way to Heaven Luxury Glamping

San Diego Hotel Deals

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.

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 $1,841 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.