San Diego Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
- Way to Heaven Luxury Glamping
Jan 10 - Jan 16Way to Heaven Luxury Glamping + Flight
Monteverde6 nights2.0 star property9.6/10 - 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, 2026Roundtrip • Toronto (YTO) - San José (SJO)YTZ - SJO • 1 stop SJO - YTZ • 1 stopCA $3,208CA $1,922found 10 hours agoper traveller - Fondavela Hotel
Jan 29 - Feb 4Fondavela Hotel + Flight
Monteverde6 nights4.5 star property8.6/10 - Excellent (416 reviews)Roundtrip • Toronto (YYZ) - San José (SJO)YYZ - LIR • Nonstop LIR - YYZ • NonstopCA $24,161CA $2,068found 21 hours agoper traveller - The Springs Resort and Spa at Arenal
Dec 12 - Dec 17The Springs Resort and Spa at Arenal + Flight
Monterrey5 nights5.0 star property9.8/10 - Exceptional (1,005 reviews)"Wonderful staff throughout!"Reviewed November 7, 2026Roundtrip • Toronto (YTO) - San José (SJO)YYZ - SJO • Nonstop SJO - YYZ • 1 stopCA $5,521CA $2,935found 1 day agoper traveller - Hotel Three Sixty - Adults Only
Jan 13 - Jan 19Hotel Three Sixty - Adults Only + Flight
Ciudad Cortés6 nights4.0 star property10/10 - Exceptional (97 reviews)"Another wonderful stay! The property was as lovely as ever and staff is superb! I love returning here each time. We had 90-minute massages that were incredible, I was so relaxed that I actually fell asleep. Can’t wait to be back there again!"Reviewed October 4, 2026Roundtrip • Toronto (YTO) - San José (SJO)YYZ - SJO • Nonstop SJO - YYZ • 2 stopsCA $4,247CA $2,433found 1 day agoper traveller - Finca Sunset Monteverde
Dec 13 - Dec 19Finca Sunset Monteverde + Flight
Monteverde6 nights2.0 star property9.8/10 - Exceptional (70 reviews)"No words I can write could ever do this place justice. The views are unbelievable and the amenities in the room go above and beyond expectations! There were umbrellas, card games, a telescope for looking at the stars, an outside lounge net, a hot tub on the balcony, and even the shower had a window with an amazing view! Alex was so welcoming and friendly! He recommended the best dining spots and brought us on a night-walking tour and a guided tour of the Monteverde Hanging Bridges!"Reviewed October 6, 2026Roundtrip • Toronto (YTO) - San José (SJO)YYZ - SJO • Nonstop SJO - YYZ • 1 stopCA $5,811CA $3,629found 1 day agoper traveller
San Diego Hotel Deals
Sleep Inn Hotel Paseo Las Damas
Sleep Inn Hotel Paseo Las Damas"The have a good location and very close to downtown."
"Excelente hotel. Céntrico, muy cómodo, con un staff súper amable, piscina, desayuno y muy silencioso. 100% recomendado."
"Great clean place has everything you need"
"friendly service"
"Good breakfast. My only complaint is that they were re modeling some rooms , if that was the case I should had assigned a room away from that area, since I arrived to rest after an eye surgery"
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 $1,922 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?
- 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.
- 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.
- 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.
- 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.