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 $1,096 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

From its highlights to its hidden delights, this city is best explored with a San Diego vacation package. Find somewhere to stay in San Luis de Sabinillas, which is great for views, bars and pubs and families. You'll want to do some exploring during your trip to San Diego. Drop by popular attractions like Valderrama Golf Club, San Roque Club and Alcaidesa Links Golf Resort. Check out Expedia's wide range of travel options and book your ultimate vacation to San Diego today.

Top Holiday Package Deals in San Diego

Price found within the past 48 hours. Click for updated prices.
Crisol Monasterio de San Miguel

Crisol Monasterio de San Miguel

4 out of 5
Price was CA $1,966, price is now CA $1,716 per person
CA $1,716
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Jerez de La Frontera (XRY)
8.4/10 Very Good! (422 reviews)
The rooms were exceptionally clean, however the hotel is quite data and does require some updating. Staff were very helpful and friendly.

Reviewed on Oct 17, 2025

Boutique Hotel OLOM

Boutique Hotel OLOM

3.5 out of 5
Old Town Cádiz
Price was CA $2,242, price is now CA $1,731 per person
CA $1,731
per person
Apr 18 - Apr 24
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jerez de La Frontera (XRY)
9.2/10 Wonderful! (33 reviews)
Yes. Very clean and friendly. Only strange thing was see-through glass in shower and/or toilet so no privacy from bedroom

Reviewed on Jan 9, 2026

Holiday Home in Cadiz by the Sea

Holiday Home in Cadiz by the Sea

2 out of 5
Old Town Cádiz
Price was CA $3,884, price is now CA $3,244 per person
CA $3,244
per person
Mar 14 - Mar 20
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Jerez de La Frontera (XRY)
2/10 (1 review)
Villa de Andas

Villa de Andas

4 out of 5
Old Town Cádiz
Price was CA $3,516, price is now CA $3,096 per person
CA $3,096
per person
Mar 14 - Mar 20
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Jerez de La Frontera (XRY)
9.6/10 Exceptional! (4 reviews)
Tandem Veedor De Galeras Suites

Tandem Veedor De Galeras Suites

3.5 out of 5
Old Town Cádiz
Price was CA $3,441, price is now CA $3,051 per person
CA $3,051
per person
Mar 14 - Mar 20
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Jerez de La Frontera (XRY)
6.4/10 (5 reviews)

San Diego Hotel Deals

Ohtels Campo De Gibraltar

Ohtels Campo De Gibraltar

4 out of 5
Avda. Principe de Asturias S/N La Línea de la Concepción Cadiz
8.2/10 Very Good! (1,000 reviews)
Always a comfortable and adequate hotel, breakfast good choice and reasonable, ability to order freshly cooked omelettes/pancakes etc and proper FRESH orange juice instead of squash, absolutely gorgeous. Very short walk to old La Linea, 10 minutes to Gibraltar & airport (and I am very slow!) Bar/drink ...

Reviewed on Jan 21, 2026

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Ohtels Campo De Gibraltar
THE FLAG Hotel Marbella Estepona - Adults Recommended

THE FLAG Hotel Marbella Estepona - Adults Recommended

4 out of 5
C. Trajano 16 Estepona Málaga
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Feb 9 to Feb 10
CA $173
CA $190 total
Feb 9 - Feb 10
includes taxes & fees
9.4/10 Exceptional! (243 reviews)
Fabulous modern trendy hotel with a lovely seating area with a log fire 🔥 Lovely studio style bedroom with your own kitchen, large terrace area overlooking the pool. Lovely friendly staff and a fabulous massage from Ana in the gorgeous Spa. Highly recommend 👌

Reviewed on Feb 5, 2026

THE FLAG Hotel Marbella Estepona - Adults Recommended
Ona Valle Romano Golf & Resort

Ona Valle Romano Golf & Resort

4 out of 5
Calle Flaminio 2 Estepona Malaga
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Feb 8 to Feb 9
CA $79
CA $87 total
Feb 8 - Feb 9
includes taxes & fees
8.2/10 Very Good! (625 reviews)
Staff friendly and the view was excellent

Reviewed on Jan 9, 2026

Ona Valle Romano Golf & Resort
See all 3,886 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.
All Inclusive Vacations
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Frequently asked questions

How much does a San Diego vacation package cost?
You'll find cheap prices from CA $1,716 on Expedia for your San Diego break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to San Diego costs.
What are the cheapest months to go to San Diego?
If you'd like to snag a cheap San Diego vacation package, consider travelling in January, February and March. You'll usually find lower prices on accommodations and flights during these months — perfect for budget-conscious travellers.
How many days is enough for San Diego?
San Diego vacations can be short or long, but to really get a feel for this destination, we think 2 days is a good ballpark. This will mean you can fit in headline attractions like San Roque Club and La Duquesa Castle and seek out some lesser-known gems. Don't miss out on cool neighbourhoods such as Bahía de Casares and La Chullera either. If you plan wisely, you may even be able to take a day trip outside of San Diego too.
How to find the best San Diego package deals?
Start your search for a San Diego package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal San Diego package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your San Diego escape underway.
Is it cheaper to book a San Diego vacation as a package?
You can enjoy significant savings on your San Diego escape by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to San Diego?
If you've got your San Diego vacation dates locked in, book early to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to San Diego?

  1. Pick your dates: What you want to do in San Diego and your preferred season can help you decide when to get away.
  2. Set your budget: Consider costs like flights, meals and transportation when calculating how much to put aside for your trip to San Diego. Then, pick a property that fits your budget, whether that's a wallet-friendly stay or a more upscale getaway.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in San Diego. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized San Diego vacation package.

Discover the most popular places to visit in San Diego

Alcaidesa Links Golf Resort

Enjoy a round of golf in La Alcaidesa at Alcaidesa Links Golf Resort. Check out the top-notch restaurants or lively bars in this walkable area.

Alcaidesa Links Golf Resort

Things to do

eSIM: Airalo Europe Package - United Kingdom

eSIM: Airalo Europe Package

CA $7
per traveller
eSIM: Airalo Europe Package
Dolphins Close Up

Dolphin Watching Excursion in Gibraltar

CA $52
per adult
100% of travellers recommend
Dolphin Watching Excursion in Gibraltar
Estepona: Dolphins Searching Sea Cruise with Drink & Snacks

Estepona: Sea Cruise in Search of Dolphins/Drink & Snacks

CA $56
per adult
100% of travellers recommend
Estepona: Sea Cruise in Search of Dolphins/Drink & Snacks
See all activities in San Roque
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.