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Departure City: New York City

Destination: San Juan, Puerto Rico

Dates: All Dates

Change your departure city  |  Modify your search  |  Package prices are based on double occupancy and include all tax recovery charge & service fees.


Flight + Hotel

(optional car available) 

Flight + Car

Your dates from $304

Destination Dates Price per Person
San Juan, Puerto Rico
All Dates from $326
See options below

Available Dates

Destination Dates Price per Person
San Juan, Puerto Rico
Fri, Nov, 20 - Mon, Nov 23 from $402
San Juan, Puerto Rico
Sat, Nov, 21 - Mon, Nov 23 from $412
Destination This Weekend Price per Person
San Juan, Puerto Rico
Leaving Fri, Nov 20
    Returning Sun, Nov 22
    Returning Mon, Nov 23
    Returning Tue, Nov 24

from $326
from $402
from $434
San Juan, Puerto Rico
Leaving Sat, Nov 21
    Returning Mon, Nov 23
    Returning Tue, Nov 24

from $412
from $444
Destination Next Weekend Price per Person
San Juan, Puerto Rico
Leaving Wed, Nov 25
    Returning Mon, Nov 30

from $1028
San Juan, Puerto Rico
Leaving Thu, Nov 26
    Returning Mon, Nov 30
    Returning Tue, Dec 1

from $995
from $467
San Juan, Puerto Rico
Leaving Fri, Nov 27
    Returning Mon, Nov 30
    Returning Tue, Dec 1

from $871
from $477
San Juan, Puerto Rico
Leaving Sat, Nov 28
    Returning Mon, Nov 30
    Returning Tue, Dec 1

from $866
from $432
Destination More Weekends Price per Person
San Juan, Puerto Rico
Leaving Thu, Dec 3
    Returning Sun, Dec 6
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $436
from $468
from $500
San Juan, Puerto Rico
Leaving Fri, Dec 4
    Returning Sun, Dec 6
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $365
from $397
from $429
San Juan, Puerto Rico
Leaving Sat, Dec 5
    Returning Tue, Dec 8

from $436
San Juan, Puerto Rico
Leaving Thu, Dec 10
    Returning Sun, Dec 13
    Returning Mon, Dec 14
    Returning Tue, Dec 15

from $446
from $482
from $518
San Juan, Puerto Rico
Leaving Fri, Dec 11
    Returning Sun, Dec 13
    Returning Mon, Dec 14
    Returning Tue, Dec 15

from $409
from $446
from $482
San Juan, Puerto Rico
Leaving Sat, Dec 12
    Returning Mon, Dec 14
    Returning Tue, Dec 15

from $451
from $525

Compare your options instantly! We have already priced alternatives based on your search so you can easily find the best deal for you.

Nearby Destinations

Destination Dates Price per Person
Eastern Puerto Rico
(includes luxury hotel)
All Dates from $471

Other Caribbean Destinations

Destination Dates Price per Person
Bermuda
All Dates from $457
Jamaica
All Dates from $481
Nassau, Bahamas
All Dates from $488
Puerto Plata, Dominican Republic
(includes all-inclusive hotel)
All Dates from $490
Jamaica-All Inclusive Hotels
(includes all-inclusive hotel)
All Dates from $500
St. Martin/ St. Maarten, NA
All Dates from $510

Other Casino Destinations

Destination Dates Price per Person
Niagara Falls, NY
All Dates from $217
Las Vegas, NV
All Dates from $300
Reno, NV
All Dates from $330
Shreveport, LA
All Dates from $421

San Juan, Puerto Rico: Why Go

San Juan, Puerto Rico: Que Romantico!
Slip into something seductive and feel the sensual pulse of colonial San Juan.

Vied for by the French and Dutch, and coveted as a fortress by the Spanish, San Juan is now freely yours to fortify your romance. From the beaches to the cafes, this colonial city is teeming with sensuality. Traverse narrow cobblestone streets, hand-in-hand, as older residents smile on your good fortune in love while peering from wrought-iron balconies.

Linger through the 16th-Century forts, El Morro and El Castello, perched above the blue Caribbean water. Loose your inhibitions and get extra close to someone dancing to primal salsa beats--an amalgamation of West African percussion, seductive jazz, and sexy Latino rhythms.

Feel the heat while indulging in spicy Puerto Rican cuisine. Sip pina coladas while snacking on tostones (salty, fried slices of plantain), feast on the succulent roasted meats for which this Creole-like cuisine is famous, and feed each other arroz con dulce, a rice pudding made with rich coconut cream, sugar, and cinnamon.

Editor's San Juan Picks

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