Search Deals on
Puerto Rico Island Vacation Packages

Build your package with 2 more options

Puerto Rico Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $765, price is now $488 per person
$488
per person
May 12 - May 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Condado Beach and Isla Verde Beach are located nearby.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $3,785, price is now $1,845 per person
$1,845
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this luxury hotel in San Juan. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Port of San Juan are located nearby.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,237, price is now $670 per person
$670
per person
May 30 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this family-friendly resort in Rincon. Enjoy free WiFi, daily housekeeping, and a garden. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sandy Beach and Playa Pools are located nearby.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,624, price is now $953 per person
$953
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Stay at this apartment in Carolina. Enjoy a fitness center. Popular attractions Condado Beach and Isla Verde Beach are located nearby.
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,191, price is now $703 per person
$703
per person
May 12 - May 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,833, price is now $1,187 per person
$1,187
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this luxury hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Condado Beach and Port of San Juan are located nearby.
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $1,389, price is now $914 per person
$914
per person
May 2 - May 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this beach resort in Vega Alta. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Dorado Beach and Playa de los Tocones are located nearby.
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $1,262, price is now $834 per person
$834
per person
May 12 - May 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this beach resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Luquillo Beach and Wyndham Rio Mar Golf Course are located nearby.

Puerto Rico Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Sabana
Price was $886, price is now $619 per person
$619
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was $1,624, price is now $953 per person
$953
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was $986, price is now $629 per person
$629
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Save 100% on your flight
Price was $1,833, price is now $1,187 per person
$1,187
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

Puerto Rico Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,237, price is now $670 per person
$670
per person
May 30 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $3,785, price is now $1,845 per person
$1,845
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,668, price is now $932 per person
$932
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $2,160, price is now $1,276 per person
$1,276
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

Top Flight Deals

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

Frontier Airlines
Sun, Mar 29 - Fri, Apr 3
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$109 Roundtrip, found 9 hours ago
$109
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Mar 29 from Miami Intl. to Luis Munoz Marin Intl., returning Fri, Apr 3, priced at $109 found 9 hours ago
Frontier Airlines
Sat, Apr 11 - Thu, Apr 16
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$133 Roundtrip, found 13 hours ago
$133
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Fort Lauderdale - Hollywood Intl. to Luis Munoz Marin Intl., returning Thu, Apr 16, priced at $133 found 13 hours ago
Spirit Airlines
Sun, Mar 22 - Thu, Apr 9
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
$173 Roundtrip, found 9 hours ago
$173
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Sun, Mar 22 from Logan Intl. to Luis Munoz Marin Intl., returning Thu, Apr 9, priced at $173 found 9 hours ago
Frontier Airlines
Sat, Mar 28 - Sat, Apr 4
MCO
Orlando Intl.
BQN
Rafael Hernandez
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Mar 28 from Orlando Intl. to Rafael Hernandez, returning Sat, Apr 4, priced at $189 just found