Cheap Vacations in San Juan

Choose two or more items and save on your trip:

San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $656, price is now $457 per person
$457
per person
Mar 1 - Mar 6
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
Save 100% on your flight
Price was $3,430, price is now $2,130 per person
$2,130
per person
Mar 22 - Mar 29
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
Condado
Save 100% on your flight
Price was $3,076, price is now $1,928 per person
$1,928
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Isla Verde
Save 100% on your flight
Price was $889, price is now $562 per person
$562
per person
Mar 1 - Mar 6
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
Save 100% on your flight
Price was $2,190, price is now $1,388 per person
$1,388
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Terraza de San Juan

La Terraza de San Juan

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,279, price is now $885 per person
$885
per person
Mar 1 - Mar 6
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 $1,668, price is now $1,159 per person
$1,159
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,047, price is now $730 per person
$730
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stunning 2-Bedroom Apartment

Stunning 2-Bedroom Apartment

2 out of 5
Santurce
Save 100% on your flight
Price was $1,561, price is now $1,107 per person
$1,107
per person
Mar 12 - 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
Isla Verde
Save 100% on your flight
Price was $1,774, price is now $1,268 per person
$1,268
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

3-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
The Pelican Poshtel

The Pelican Poshtel

3 out of 5
Price was $490, price is now $355 per person
$355
per person
Mar 4 - Mar 7
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 $1,365, price is now $686 per person
$686
per person
Mar 4 - 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
Save 100% on your flight
Price was $958, price is now $651 per person
$651
per person
Mar 4 - Mar 7
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 $1,245, price is now $849 per person
$849
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $654, price is now $449 per person
$449
per person
Mar 4 - Mar 7
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 $1,343, price is now $932 per person
$932
per person
Mar 4 - 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 $1,641, price is now $1,165 per person
$1,165
per person
Mar 19 - Mar 22
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
Price was $547, price is now $401 per person
$401
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
DADA JAJA by DW

DADA JAJA by DW

3.5 out of 5
Price was $705, price is now $517 per person
$517
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Coral Princess Hotel

Coral Princess Hotel

3 out of 5
Price was $752, price is now $561 per person
$561
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $683, price is now $516 per person
$516
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $944, price is now $714 per person
$714
per person
Mar 4 - Mar 7
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.
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $848, price is now $578 per person
$578
per person
Mar 3 - Mar 7
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 $1,800, price is now $908 per person
$908
per person
Mar 3 - Mar 7
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 $1,406, price is now $832 per person
$832
per person
Mar 12 - Mar 16
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 $2,029, price is now $1,268 per person
$1,268
per person
Mar 5 - Mar 9
found 11 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Save 100% on your flight
Price was $1,360, price is now $908 per person
$908
per person
Mar 3 - Mar 7
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 $1,668, price is now $1,159 per person
$1,159
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop 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 $2,958, price is now $2,076 per person
$2,076
per person
Mar 6 - Mar 10
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 $1,774, price is now $1,268 per person
$1,268
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hyatt Place Bayamon

Hyatt Place Bayamon

3.5 out of 5
Price was $898, price is now $656 per person
$656
per person
Mar 3 - Mar 7
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.
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $889, price is now $562 per person
$562
per person
Mar 1 - Mar 6
found 1 day 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 $3,628, price is now $2,070 per person
$2,070
per person
Mar 21 - Mar 26
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 $2,864, price is now $1,688 per person
$1,688
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $1,214, price is now $752 per person
$752
per person
Mar 21 - Mar 26
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 $3,483, price is now $2,194 per person
$2,194
per person
Mar 12 - Mar 17
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
Save 100% on your flight
Price was $2,190, price is now $1,388 per person
$1,388
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Save 100% on your flight
Price was $1,509, price is now $967 per person
$967
per person
Mar 1 - 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
Save 100% on your flight
Price was $1,246, price is now $804 per person
$804
per person
Mar 21 - Mar 26
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 $2,131, price is now $1,392 per person
$1,392
per person
Mar 21 - Mar 26
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.
Hotel Milano

Hotel Milano

2 out of 5
Price was $1,099, price is now $734 per person
$734
per person
Mar 15 - Mar 21
found 1 day 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 $3,453, price is now $1,898 per person
$1,898
per person
Mar 17 - Mar 24
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 $2,958, price is now $1,676 per person
$1,676
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,647, price is now $961 per person
$961
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop 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 $3,430, price is now $2,130 per person
$2,130
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,674, price is now $1,039 per person
$1,039
per person
Mar 22 - Mar 29
found 15 hours 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 $3,076, price is now $1,928 per person
$1,928
per person
Mar 22 - Mar 29
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
Price was $1,210, price is now $763 per person
$763
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $2,177, price is now $1,378 per person
$1,378
per person
Feb 27 - Mar 6
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
Save 100% on your flight
Price was $2,722, price is now $1,771 per person
$1,771
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip 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.

Sat, Feb 7 - Fri, Feb 13
BOS
Boston
SJU
San Juan
$95 Roundtrip, found 4 days ago
$95
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Boston to San Juan, returning Fri, Feb 13, priced at $95 found 4 days ago
Tue, Feb 3 - Wed, Feb 11
EWR
New York
SJU
San Juan
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Feb 3 from New York to San Juan, returning Wed, Feb 11, priced at $106 found 1 day ago
Sat, Feb 14 - Sat, Feb 21
BWI
Baltimore
SJU
San Juan
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Baltimore to San Juan, returning Sat, Feb 21, priced at $119 found 1 day ago

Top rated hotels for your San Juan vacation

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Free Cancellation
Reserve now, pay when you stay
2.85 mi from city center
$548 nightly
The price is $608 total per night
$608 total
Feb 1 - Feb 2
Total with taxes and fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be a 3-minute walk from Casino del Mar at La Concha Resort and 12 minutes by foot from Condado Beach.
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
2.03 mi from city center
$128 nightly
The price is $139 total per night
$139 total
Feb 24 - Feb 25
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
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
2.68 mi from city center
$635 nightly
The price is $705 total per night
$705 total
Feb 2 - Feb 3
Total with taxes and fees
A stay at Condado Vanderbilt Hotel places you in the heart of San Juan, within a 10-minute walk of Condado Beach and Casino del Mar at La Concha Resort.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in San Juan
View all properties
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.