Search Deals on
San Juan Vacation Packages

Build your package with 2 more options

San Juan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Arenal Roca Suites

Arenal Roca Suites

3 out of 5
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
Stay at this 3-star hotel in La Fortuna. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arenal Volcano National Park and Tabacon Hot Springs are located nearby.
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Monte Carlo Luxury Condominiums

Monte Carlo Luxury Condominiums

3.5 out of 5
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
New York (JFK) to San José (SJO)
Stay at this 3.5-star aparthotel in Jacó. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Jacó Beach and Marina Los Sueños are located nearby.
Casa Lamia

Casa Lamia

4.5 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
Stay at this 4.5-star luxury vacation home in Quepos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Manuel Antonio Beach and Manuel Antonio Nature Park & Wildlife Refuge are located nearby.
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Save 100% on your flight
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
Stay at this 5-star 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 Baldi Hot Springs are located nearby.
The Tranquilo Lodge - All meals included

The Tranquilo Lodge - All meals included

4 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
Stay at this 4-star beach hotel in Drake Bay. Enjoy free breakfast, free parking, and 2 outdoor pools. Popular attractions School & Soccer Field and Drake Bay Beach are located nearby.
Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

4 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
New York (JFK) to San José (SJO)
Stay at this 4-star spa aparthotel in Jacó. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacó Beach and Marina Los Sueños are located nearby.
Serenity Wave Bungalow

Serenity Wave Bungalow

2.5 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
Stay at this chalet in Cahuita. Enjoy free WiFi, free parking, and tour/ticket assistance. Popular attractions Punta Uva Beach and Playa Chiquita are located nearby.

San Juan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Palo Alto Glamping Hotel

Palo Alto Glamping Hotel

4.5 out of 5
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Save 100% on your flight
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
The Tranquilo Lodge - All meals included

The Tranquilo Lodge - All meals included

4 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)

San Juan Vacation Packages 5-7 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
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
New York (JFK) to San José (SJO)
Palo Alto Glamping Hotel

Palo Alto Glamping Hotel

4.5 out of 5
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to San José (SJO)
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)

Top Flight Deals

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

American Airlines
Tue, Sep 23 - Fri, Sep 26
MIA
Miami Intl.
SJO
Juan Santamaría Intl.
$231 Roundtrip, found 20 hours ago
$231
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Sep 23 from Miami Intl. to Juan Santamaría Intl., returning Fri, Sep 26, priced at $231 found 20 hours ago
American Airlines
Mon, Oct 27 - Wed, Oct 29
EWR
Newark Liberty Intl. Airport
SJO
Juan Santamaría Intl.
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Oct 27 from Newark Liberty Intl. Airport to Juan Santamaría Intl., returning Wed, Oct 29, priced at $236 found 1 day ago
American Airlines
Sun, Aug 31 - Sun, Sep 14
JFK
John F. Kennedy Intl.
SJO
Juan Santamaría Intl.
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Aug 31 from John F. Kennedy Intl. to Juan Santamaría Intl., returning Sun, Sep 14, priced at $245 found 2 days ago
Spirit Airlines
Wed, Jul 30 - Tue, Aug 5
BOS
Logan Intl.
SJO
Juan Santamaría Intl.
$258 Roundtrip, found 5 hours ago
$258
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, Jul 30 from Logan Intl. to Juan Santamaría Intl., returning Tue, Aug 5, priced at $258 found 5 hours ago