Cheap Vacations in Puerto Rico Island

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Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
La Calma Poshtel

La Calma Poshtel

2 out of 5
Santurce
Price was $810, price is now $563 per person
$563
per person
Aug 30 - Sep 6
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
Save 100% on your flight
Price was $1,223, price is now $661 per person
$661
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,057, price is now $597 per person
$597
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Oasis Hotel

El Oasis Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,257, price is now $754 per person
$754
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Santurce
Save 100% on your flight
Price was $1,536, price is now $1,050 per person
$1,050
per person
Aug 19 - Aug 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront ESJ Tower by Otium

Isla Verde Beachfront ESJ Tower by Otium

2 out of 5
Isla Verde
Save 100% on your flight
Price was $1,177, price is now $810 per person
$810
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Beach Front Amapola SeaSide Apt

Beach Front Amapola SeaSide Apt

4 out of 5
Isla Verde
Save 100% on your flight
Price was $1,653, price is now $1,140 per person
$1,140
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hacienda Elena Paraiso Tropical

Hacienda Elena Paraiso Tropical

3.5 out of 5
Save 100% on your flight
Price was $1,921, price is now $1,326 per person
$1,326
per person
Sep 7 - Sep 14
found 17 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Isla Verde
Price was $872, price is now $612 per person
$612
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Rocamar Resort & Restaurant - All Inclusive

Rocamar Resort & Restaurant - All Inclusive

3 out of 5
Price was $962, price is now $700 per person
$700
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

4-night Puerto Rico Island vacations

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 $808, price is now $575 per person
$575
per person
Aug 20 - Aug 24
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
Save 100% on your flight
Price was $1,500, price is now $784 per person
$784
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Save 100% on your flight
Price was $4,746, price is now $3,138 per person
$3,138
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,036, price is now $716 per person
$716
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Picuas Village

Picuas Village

3 out of 5
Save 100% on your flight
Price was $1,011, price is now $700 per person
$700
per person
Sep 10 - Sep 14
found 19 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
WALD HAUS by DW

WALD HAUS by DW

4 out of 5
Save 100% on your flight
Price was $2,337, price is now $1,674 per person
$1,674
per person
Sep 2 - Sep 6
found 7 hours 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
Save 100% on your flight
Price was $1,375, price is now $989 per person
$989
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Meliá Century Hotel Ponce

Meliá Century Hotel Ponce

3.5 out of 5
Price was $858, price is now $622 per person
$622
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $793, price is now $576 per person
$576
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

4 out of 5
Price was $1,068, price is now $775 per person
$775
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $989, price is now $730 per person
$730
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

5-night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $808, price is now $565 per person
$565
per person
Sep 3 - Sep 8
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
Price was $1,703, price is now $746 per person
$746
per person
Sep 12 - Sep 17
found 18 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,188, price is now $666 per person
$666
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,101, price is now $715 per person
$715
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $1,232, price is now $816 per person
$816
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $969, price is now $645 per person
$645
per person
Aug 19 - Aug 24
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
Save 100% on your flight
Price was $1,691, price is now $1,125 per person
$1,125
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Save 100% on your flight
Price was $1,084, price is now $722 per person
$722
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Numero Uno Beach House

Numero Uno Beach House

3 out of 5
Save 100% on your flight
Price was $1,048, price is now $717 per person
$717
per person
Sep 3 - Sep 8
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
Save 100% on your flight
Price was $1,566, price is now $1,074 per person
$1,074
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
Save 100% on your flight
Price was $1,098, price is now $763 per person
$763
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

6-7 night Puerto Rico Island vacations

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 $1,057, price is now $597 per person
$597
per person
Sep 2 - Sep 8
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
Price was $2,050, price is now $954 per person
$954
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,685, price is now $956 per person
$956
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Oasis Hotel

El Oasis Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,257, price is now $754 per person
$754
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Save 100% on your flight
Price was $970, price is now $609 per person
$609
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Save 100% on your flight
Price was $1,212, price is now $761 per person
$761
per person
Sep 7 - Sep 14
found 17 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Luichy's Seaside Hotel

Luichy's Seaside Hotel

3 out of 5
Save 100% on your flight
Price was $1,113, price is now $712 per person
$712
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Save 100% on your flight
Price was $2,874, price is now $1,858 per person
$1,858
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Picuas Village

Picuas Village

3 out of 5
Save 100% on your flight
Price was $1,441, price is now $936 per person
$936
per person
Sep 2 - Sep 8
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
Save 100% on your flight
Price was $1,933, price is now $1,263 per person
$1,263
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
VILLA JOYUDA

VILLA JOYUDA

3 out of 5
Save 100% on your flight
Price was $8,366, price is now $5,477 per person
$5,477
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Save 100% on your flight
Price was $7,011, price is now $4,592 per person
$4,592
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

Flight deals to Puerto Rico Island

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

Fri, Oct 16 - Wed, Oct 28
FLL
Fort Lauderdale
SJU
San Juan
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 16 from Fort Lauderdale to San Juan, returning Wed, Oct 28, priced at $98 found 2 days ago
Sat, Sep 5 - Tue, Sep 8
BDL
Hartford
SJU
San Juan
$148 Roundtrip, found 15 hours ago
$148
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartford to San Juan, returning Tue, Sep 8, priced at $148 found 15 hours ago
Fri, Aug 28 - Tue, Sep 1
MIA
Miami
SJU
San Juan
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Aug 28 from Miami to San Juan, returning Tue, Sep 1, priced at $154 found 1 day ago

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.