Cheap Vacations in San Juan

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San Juan vacations

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

Fortaleza Suites

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,082, price is now $674 per person
$674
per person
Mar 1 - Mar 6
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
Price was $3,059, price is now $1,654 per person
$1,654
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was $1,555, price is now $894 per person
$894
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Santurce
Price was $2,022, price is now $1,186 per person
$1,186
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Santurce
Price was $1,364, price is now $836 per person
$836
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stunning 3-Br Apt in Condado

Stunning 3-Br Apt in Condado

2 out of 5
Santurce
Price was $1,774, price is now $1,115 per person
$1,115
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Isla Verde
Price was $1,367, price is now $894 per person
$894
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Breathtaking 3-Br Beachside Apt

Breathtaking 3-Br Beachside Apt

2 out of 5
Santurce
Price was $1,832, price is now $1,216 per person
$1,216
per person
Feb 24 - Mar 1
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
Price was $2,486, price is now $1,667 per person
$1,667
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Luxurious Beachside 3-Br Apt

Luxurious Beachside 3-Br Apt

2 out of 5
Santurce
Price was $1,570, price is now $1,053 per person
$1,053
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

3-night San Juan 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 $531, price is now $355 per person
$355
per person
Mar 14 - Mar 17
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 $1,280, price is now $758 per person
$758
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $743, price is now $456 per person
$456
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Save 100% on your flight
Price was $672, price is now $447 per person
$447
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $1,712, price is now $1,150 per person
$1,150
per person
Mar 12 - Mar 15
found 16 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
Save 100% on your flight
Price was $1,612, price is now $1,124 per person
$1,124
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Save 100% on your flight
Price was $1,199, price is now $844 per person
$844
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Price was $660, price is now $465 per person
$465
per person
Mar 14 - Mar 17
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 $1,113, price is now $786 per person
$786
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $650, price is now $459 per person
$459
per person
Mar 14 - Mar 17
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 $702, price is now $501 per person
$501
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ocean Breeze Villa

Ocean Breeze Villa

3 out of 5
Save 100% on your flight
Price was $1,060, price is now $772 per person
$772
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

4-night San Juan 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 $631, price is now $440 per person
$440
per person
Mar 14 - Mar 18
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 $2,740, price is now $1,201 per person
$1,201
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
Price was $2,870, price is now $1,619 per person
$1,619
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $1,721, price is now $1,096 per person
$1,096
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $785, price is now $507 per person
$507
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $767, price is now $496 per person
$496
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $883, price is now $600 per person
$600
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Price was $3,142, price is now $2,145 per person
$2,145
per person
Feb 18 - Feb 22
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 $872, price is now $604 per person
$604
per person
Feb 23 - Feb 27
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 $1,342, price is now $939 per person
$939
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

5-night San Juan vacations

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

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $964, price is now $499 per person
$499
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,119, price is now $525 per person
$525
per person
Feb 26 - Mar 3
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
Price was $2,238, price is now $1,183 per person
$1,183
per person
Feb 26 - Mar 3
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 $1,861, price is now $1,031 per person
$1,031
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $981, price is now $545 per person
$545
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
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 $1,584, price is now $885 per person
$885
per person
Feb 26 - Mar 3
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 $1,467, price is now $831 per person
$831
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Embassy Suites by Hilton Dorado del Mar Beach Resort

Embassy Suites by Hilton Dorado del Mar Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,214, price is now $703 per person
$703
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Price was $2,022, price is now $1,186 per person
$1,186
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Save 100% on your flight
Price was $928, price is now $551 per person
$551
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stunning 3-Bedroom Beachside Apartment

Stunning 3-Bedroom Beachside Apartment

2 out of 5
Price was $1,567, price is now $957 per person
$957
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

6-7 night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Segovia Studio Units

Segovia Studio Units

3 out of 5
Save 100% on your flight
Price was $769, price is now $508 per person
$508
per person
Mar 9 - Mar 16
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
Price was $3,059, price is now $1,654 per person
$1,654
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $3,510, price is now $1,912 per person
$1,912
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Price was $2,174, price is now $1,248 per person
$1,248
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,555, price is now $894 per person
$894
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Price was $1,364, price is now $836 per person
$836
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Save 100% on your flight
Price was $4,773, price is now $3,000 per person
$3,000
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $2,144, price is now $1,351 per person
$1,351
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Price was $1,367, price is now $894 per person
$894
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $2,090, price is now $1,372 per person
$1,372
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Price was $2,889, price is now $1,897 per person
$1,897
per person
Feb 17 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

Flight deals to San Juan

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

Mon, Feb 16 - Fri, Feb 20
IAD
Washington
SJU
San Juan
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Feb 16 from Washington to San Juan, returning Fri, Feb 20, priced at $88 found 4 days ago
Mon, Feb 2 - Tue, Feb 3
BOS
Boston
SJU
San Juan
$113 Roundtrip, found 3 days ago
$113
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Feb 2 from Boston to San Juan, returning Tue, Feb 3, priced at $113 found 3 days ago
Tue, Jan 27 - Sat, Jan 31
EWR
New York
SJU
San Juan
$126 Roundtrip, found 3 days ago
$126
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jan 27 from New York to San Juan, returning Sat, Jan 31, priced at $126 found 3 days ago

Top rated hotels for your San Juan vacation

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Free Cancellation
Reserve now, pay when you stay
2 mi from city center
$386 nightly
The price is $421 total per night
$421 total
Feb 4 - Feb 5
Total with taxes and fees
Located in San Juan (San Juan Antiguo), Caribe Hilton is within a 5-minute walk of Luis Muñoz Rivera Park and Fort San Jeronimo.
Pool
Hot Tub
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
Free Cancellation
Reserve now, pay when you stay
2.03 mi from city center
$132 nightly
The price is $144 total per night
$144 total
Jan 21 - Jan 22
Total with taxes and fees
Located in San Juan (San Juan Antiguo), Costa Bahia Hotel Paseo Caribe is within a 15-minute walk of Condado Beach and Escambron Beach.
Breakfast included
Free WiFi
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
2.31 mi from city center
$323 nightly
The price is $352 total per night
$352 total
Feb 9 - Feb 10
Total with taxes and fees
The Condado Plaza Hotel is centrally located in San Juan, a 4-minute walk from Condado Beach and 9 minutes by foot from Parque La Ventana al Mar.
Pool
Restaurant
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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.

^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.