San Diego Vacations from $823

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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!

The Latest San Diego vacation packages

Price found within the past 48 hours. Click for updated prices.
Monte Carlo Luxury Condominiums

Monte Carlo Luxury Condominiums

3.5 out of 5
Price was $1,971, price is now $823 per person
$823
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
9.4/10 Exceptional! (94 reviews)
Great staff and communication. Our washer broke and they attempted to fix it immediately but it needed to be removed. They had our clothes washed by the time got back to the condo which was so appreciated given our luggage was lost by Frontier Airlines.

Reviewed on Jan 7, 2026

Tumbo Resort

Tumbo Resort

3.5 out of 5
Price was $11,268, price is now $5,641 per person
$5,641
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
No reviews
Casa Amarillo Jaco Costa Rica

Casa Amarillo Jaco Costa Rica

3.5 out of 5
Price was $4,379, price is now $2,194 per person
$2,194
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to San José (SJO)
No reviews
Namu Garden Hotel & Spa - Adults Only

Namu Garden Hotel & Spa - Adults Only

4.5 out of 5
Save 100% on your flight
Price was $2,445, price is now $1,262 per person
$1,262
per person
Mar 19 - Mar 26
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (230 reviews)
Such a beautiful property and wonderful hospitality. I would highly recommend!

Reviewed on Dec 27, 2025

Umami Hotel - Adults Only

Umami Hotel - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,647, price is now $910 per person
$910
per person
Mar 19 - Mar 26
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (461 reviews)
We had an amazing time staying at Umami. The grounds are beautiful and well-kept, the staff was amazing and the location was close to the beach. Also the drinks from the bar, 10/10. I would recommend this hotel to anyone visiting Puerto Viejo!

Reviewed on Dec 11, 2025

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Discover the most popular places to visit in San Diego

San Jose showing mountains and forests

Central Park

You can find out about the history of San José with a visit to Central Park. While you're in the area, wander around the parks.

Central Park
Autódromo

Parque Viva

Learn about the events happening at Parque Viva during your trip to Guacima. Take in the festivals while you're in the area.

Parque Viva
The latest war facility in Costa Rica, ironically where the army wa abolished in 1948. #sky #clouds

National Museum of Costa Rica

You can spend time studying the exhibits at National Museum of Costa Rica in San José. Discover the acclaimed art scene and shops in this vibrant area.

National Museum of Costa Rica

What to do in San Diego

ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

$135
per adult
90% 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

$55
per adult
94% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
ASSISTTOURS

Full Day Poas Volcano, La Paz Waterfall Gardens and Coffee Plantation Experience

$180
per adult
98% of travellers recommend
Full Day Poas Volcano, La Paz Waterfall Gardens and Coffee Plantation Experience
See all activities in San Diego

San Diego Hotel Deals

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $156 total per night from Jan 19 to Jan 20
$156 total
Jan 19 - Jan 20
Total with taxes and fees
9/10 Wonderful! (2,460 reviews)
Very close to the airport but that also means the air plane takeoffs are very load.

Reviewed on Jan 6, 2026

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas Ulloa Heredia
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $118 total per night from Jan 11 to Jan 12
$118 total
Jan 11 - Jan 12
Total with taxes and fees
8.4/10 Very Good! (3,013 reviews)
It was a nice place to stay for airport transfer. Staff were very accommodating.

Reviewed on Jan 8, 2026

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Hilton San Jose La Sabana

Hilton San Jose La Sabana

4.5 out of 5
Antiguo Restaurante El Chicotesaban San José San Jose
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $198 total per night from Feb 10 to Feb 11
$198 total
Feb 10 - Feb 11
Total with taxes and fees
9/10 Wonderful! (563 reviews)
.

Reviewed on Jan 6, 2026

Hilton San Jose La Sabana
See all 1,347 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.

Find the Best San Diego Vacation Packages

San Diego Essential Information

Language
Spanish
Currency
Costa Rican colóns
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Juan Santamaria Intl. Airport (SJO)
Population
17,000
Max Temp Winter
75ºF
Max Temp Summer
70ºF
Top Sights
National Theater, Parque Nacional Volcan Irazu and Museum of Costa Rican Art

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Frequently asked questions

How much does a San Diego vacation package cost?
You'll find cheap prices from $823 on Expedia for your San Diego getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to San Diego costs.
What are the cheapest months to go to San Diego?
If you're looking to book a cheap San Diego vacation package, consider planning a trip in August, September and December. You'll generally find lower rates on hotels and flights during these months — perfect for travelers wishing to save money.
How many days is enough for San Diego?
Usually, a handful of days is enough to check out the top attractions during your San Diego vacation. But if you'd like to have more time to unwind or go on day trips, think about extending your trip.
How to find the best San Diego package deals?
Use Expedia's filters to help you find some of the best San Diego package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for San Diego package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a San Diego vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a customized San Diego vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to San Diego?
If you're planning an impromptu San Diego vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later San Diego vacation packages?
Jet off on your ideal getaway to San Diego with our Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.