Cheap Vacations in San Juan

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San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Santurce
Price was $748, price is now $518 per person
$518
per person
Apr 26 - May 1
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 $1,127, price is now $721 per person
$721
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Price was $2,058, price is now $1,364 per person
$1,364
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop 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 $1,064, price is now $709 per person
$709
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Price was $2,256, price is now $1,557 per person
$1,557
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Santurce
Price was $1,445, price is now $1,027 per person
$1,027
per person
May 2 - May 9
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
Price was $3,368, price is now $2,432 per person
$2,432
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Numero Uno Beach House

Numero Uno Beach House

3 out of 5
Santurce
Save 100% on your flight
Price was $1,550, price is now $1,144 per person
$1,144
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop 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 $3,398, price is now $2,510 per person
$2,510
per person
Apr 19 - Apr 25
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
Condado
Price was $1,687, price is now $1,249 per person
$1,249
per person
Apr 16 - Apr 21
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.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $537, price is now $387 per person
$387
per person
Apr 14 - Apr 17
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 $1,127, price is now $721 per person
$721
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casamares

Casamares

3 out of 5
Price was $606, price is now $436 per person
$436
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,161, price is now $854 per person
$854
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Price was $696, price is now $514 per person
$514
per person
May 6 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Price was $998, price is now $749 per person
$749
per person
Apr 16 - Apr 19
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,747, price is now $1,319 per person
$1,319
per person
Apr 23 - Apr 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
Price was $1,269, price is now $960 per person
$960
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Save 100% on your flight
Price was $1,664, price is now $1,276 per person
$1,276
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,135, price is now $871 per person
$871
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Price was $1,500, price is now $1,154 per person
$1,154
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Price was $1,054, price is now $824 per person
$824
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)

4-night San Juan vacations

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

The Oliver Hotel

3 out of 5
Price was $895, price is now $652 per person
$652
per person
Apr 27 - May 1
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 $1,328, price is now $799 per person
$799
per person
May 6 - May 10
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,329, price is now $923 per person
$923
per person
Apr 20 - Apr 24
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
Price was $1,339, price is now $961 per person
$961
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
Price was $1,492, price is now $1,074 per person
$1,074
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,717, price is now $1,242 per person
$1,242
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Crescent Beach by Otium

Crescent Beach by Otium

2 out of 5
Save 100% on your flight
Price was $1,057, price is now $768 per person
$768
per person
Apr 17 - Apr 21
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $1,319, price is now $971 per person
$971
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Price was $1,050, price is now $778 per person
$778
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Marbella by Otium

Marbella by Otium

2 out of 5
Price was $1,088, price is now $810 per person
$810
per person
Apr 26 - Apr 30
found 12 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Price was $1,867, price is now $1,394 per person
$1,394
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,227, price is now $917 per person
$917
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

5-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Price was $748, price is now $518 per person
$518
per person
Apr 26 - May 1
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 $1,748, price is now $1,031 per person
$1,031
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,120, price is now $667 per person
$667
per person
Apr 25 - Apr 30
found 13 hours 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
Price was $3,341, price is now $2,064 per person
$2,064
per person
Apr 22 - Apr 27
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 $1,117, price is now $711 per person
$711
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Price was $2,125, price is now $1,389 per person
$1,389
per person
Apr 26 - May 1
found 14 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $2,058, price is now $1,364 per person
$1,364
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $1,064, price is now $709 per person
$709
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Condado del Mar by Otium

Condado del Mar by Otium

2 out of 5
Save 100% on your flight
Price was $940, price is now $634 per person
$634
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $2,884, price is now $1,956 per person
$1,956
per person
May 2 - May 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 $2,537, price is now $1,746 per person
$1,746
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,256, price is now $1,557 per person
$1,557
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop 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.
La Calma Poshtel

La Calma Poshtel

2 out of 5
Price was $712, price is now $472 per person
$472
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,354, price is now $831 per person
$831
per person
Apr 24 - Apr 30
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 $1,423, price is now $891 per person
$891
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Price was $4,306, price is now $2,864 per person
$2,864
per person
Apr 19 - Apr 25
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 $1,710, price is now $1,146 per person
$1,146
per person
May 4 - May 11
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
Price was $1,867, price is now $1,255 per person
$1,255
per person
May 2 - May 9
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 $1,095, price is now $744 per person
$744
per person
Apr 22 - Apr 29
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 $2,737, price is now $1,869 per person
$1,869
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado del Mar by Otium

Condado del Mar by Otium

2 out of 5
Price was $1,186, price is now $824 per person
$824
per person
May 1 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Price was $1,445, price is now $1,027 per person
$1,027
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Price was $1,038, price is now $745 per person
$745
per person
May 2 - May 9
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 $1,278, price is now $918 per person
$918
per person
Apr 13 - Apr 19
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.

Sun, May 3 - Sat, May 9
CLT
Charlotte
SJU
San Juan
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, May 3 from Charlotte to San Juan, returning Sat, May 9, priced at $170 found 4 days ago
Sat, Mar 28 - Sat, Apr 4
BOS
Boston
SJU
San Juan
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Mar 28 from Boston to San Juan, returning Sat, Apr 4, priced at $172 found 3 days ago
Mon, Apr 13 - Thu, Apr 16
PHL
Philadelphia
SJU
San Juan
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Philadelphia to San Juan, returning Thu, Apr 16, priced at $180 found 6 days ago

Top rated hotels for your San Juan vacation

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
$149 nightly
The price is $162 total per night
$162 total
Mar 23 - Mar 24
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.
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
$381 nightly
The price is $416 total per night
$416 total
Apr 14 - Apr 15
Total with taxes and fees
Located in San Juan (Puerta de Tierra), Caribe Hilton is within a 5-minute walk of Luis Muñoz Rivera Park and Fort San Jeronimo.
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
2.85 mi from city center
$484 nightly
The price is $537 total per night
$537 total
Apr 12 - Apr 13
Total with taxes and fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be steps from Casino del Mar at La Concha Resort and 12 minutes by foot from Condado Beach.
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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.

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.