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San Jose Vacation Packages

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San Jose Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Casa Drake

Casa Drake

3 out of 5
Price was $1,323, price is now $681 per person
$681
per person
May 5 - May 13
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Stay at this lodge in Drake Bay. Enjoy free breakfast, a lazy river, and an airport shuttle (surcharge). Popular attractions San Josecito Beach and Playa Rincon are located nearby.
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $3,369, price is now $1,742 per person
$1,742
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this luxury resort in Monterrey. Enjoy free WiFi, free parking, and 15 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Arenal Volcano National Park and Los Lagos Hot Springs are located nearby.
Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

3.5 out of 5
Save 100% on your flight
Price was $2,084, price is now $1,122 per person
$1,122
per person
Jun 1 - Jun 8
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this spa resort in Quepos. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Manuel Antonio Beach and Zip Coaster are located nearby.
Volcano Lodge Hotel & Thermal Experience

Volcano Lodge Hotel & Thermal Experience

4 out of 5
Save 100% on your flight
Price was $1,661, price is now $915 per person
$915
per person
May 15 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this family-friendly lodge in La Fortuna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Arenal Volcano National Park and Los Lagos Hot Springs are located nearby.
Marala Hotel

Marala Hotel

3.5 out of 5
Price was $1,790, price is now $993 per person
$993
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
Stay at this hotel in Parrita. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Playa Esterillos Este and Esterillos Beach are located nearby.
OPacifico Hotel Boutique

OPacifico Hotel Boutique

4 out of 5
Save 100% on your flight
Price was $1,792, price is now $1,013 per person
$1,013
per person
May 15 - May 22
just found
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this beach hotel in Paquera. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Playa Bajo Negro and Guayabo Island Biological Reserve are located nearby.
Ocean View Penthouses by Issimo - Adults Only

Ocean View Penthouses by Issimo - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $2,278, price is now $1,295 per person
$1,295
per person
May 28 - Jun 3
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this beach hotel in Quepos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Manuel Antonio Beach and Mountain Top Park are located nearby.
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
Save 100% on your flight
Price was $2,482, price is now $1,471 per person
$1,471
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to San José (SJO)
Book a stay at this spa hotel in Quepos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Manuel Antonio Beach and Biesanz Beach are located nearby.

San Jose Vacation Packages 3-4 Night Stays

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 $1,149, price is now $674 per person
$674
per person
May 21 - May 25
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to San José (SJO)
Ocean View Penthouses by Issimo - Adults Only

Ocean View Penthouses by Issimo - Adults Only

3.5 out of 5
Manuel Antonio
Save 100% on your flight
Price was $1,782, price is now $1,050 per person
$1,050
per person
May 1 - May 5
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to San José (SJO)
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
Manuel Antonio
Save 100% on your flight
Price was $2,482, price is now $1,471 per person
$1,471
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to San José (SJO)
Namu Garden Hotel & Spa - Adults Only

Namu Garden Hotel & Spa - Adults Only

4.5 out of 5
Save 100% on your flight
Price was $1,166, price is now $728 per person
$728
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)

San Jose Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Casa Drake

Casa Drake

3 out of 5
Price was $1,203, price is now $635 per person
$635
per person
May 5 - May 12
just found
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $3,369, price is now $1,742 per person
$1,742
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

3.5 out of 5
Manuel Antonio
Save 100% on your flight
Price was $2,084, price is now $1,122 per person
$1,122
per person
Jun 1 - Jun 8
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Volcano Lodge Hotel & Thermal Experience

Volcano Lodge Hotel & Thermal Experience

4 out of 5
Save 100% on your flight
Price was $1,484, price is now $809 per person
$809
per person
Jun 8 - Jun 15
found 1 day ago
Roundtrip flight included
Miami (MIA) to San José (SJO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sun, May 24 - Thu, May 28
SFO
San Francisco Intl.
SJO
Juan Santamaría Intl.
$269 Roundtrip, found 18 hours ago
$269
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sun, May 24 from San Francisco Intl. to Juan Santamaría Intl., returning Thu, May 28, priced at $269 found 18 hours ago
Spirit Airlines
Mon, Apr 20 - Sun, Apr 26
ATL
Hartsfield-Jackson Atlanta Intl.
SJO
Juan Santamaría Intl.
$275 Roundtrip, found 5 days ago
$275
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Apr 20 from Hartsfield-Jackson Atlanta Intl. to Juan Santamaría Intl., returning Sun, Apr 26, priced at $275 found 5 days ago
American Airlines
Tue, May 5 - Tue, May 12
MIA
Miami Intl.
SJO
Juan Santamaría Intl.
$296 Roundtrip, found 2 hours ago
$296
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, May 5 from Miami Intl. to Juan Santamaría Intl., returning Tue, May 12, priced at $296 found 2 hours ago
Copa
Mon, Apr 27 - Tue, May 12
BOS
Logan Intl.
SJO
Juan Santamaría Intl.
$318 Roundtrip, just found
$318
Roundtrip
just found
Select Copa flight, departing Mon, Apr 27 from Logan Intl. to Juan Santamaría Intl., returning Tue, May 12, priced at $318 just found