Caimito Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Caimito Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
El Colonial - Adults Only
Old San Juan
Save 100% on your flight
Price was $1,221, price is now $744 per person
$744
per person
Dec 1 - Dec 6
found 14 hours ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was $2,270, price is now $1,225 per person
$1,225
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Aire de O:live
Isla Verde
Save 100% on your flight
Price was $1,911, price is now $1,097 per person
$1,097
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Stay at this 4-star luxury hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was $2,430, price is now $1,461 per person
$1,461
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Stay at this 4-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Fairmont El San Juan Hotel
Isla Verde
Save 100% on your flight
Price was $2,506, price is now $1,557 per person
$1,557
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this beach resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $2,346, price is now $1,477 per person
$1,477
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pan American Pier and Port of San Juan are located nearby.
Top Hotel Deals
Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693, Dorado, Vega Alta
31.51 km from city center
Stay at this 3.5-star beach resort in Vega Alta. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the restaurant in our ...
The Royal Sonesta San Juan
5961 Isla Verde Avenue, Carolina
13.76 km from city center
Stay at this 4-star beach resort in Carolina. Enjoy a full-service spa, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I, Río Grande
30.33 km from city center
Stay at this 4-star beach resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our ...
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado, San Juan
14.58 km from city center
Stay at this 4-star beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
14.78 km from city center
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo, San Juan, San Juan
15.41 km from city center
Stay at this 3.5-star business-friendly hotel in San Juan. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Caribe Hilton
1 San Geronimo Street, San Juan
15.46 km from city center
Book a stay at this beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street, Carolina
13.42 km from city center
Stay at this 3.5-star family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our ...
Fairmont El San Juan Hotel
6063 Isla Verde Avenue, Carolina
13.93 km from city center
Book a stay at this beach resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
San Juan Airport Hotel
LMM International Airport, Terminal D Airport Hotel (SJU), Carolina
13.94 km from city center
Stay at this 3-star business-friendly hotel in Carolina. Enjoy free breakfast, free WiFi, and 10 beach bars. Our guests praise the breakfast and the restaurant ...
Condado Ocean Club - Adults Only
1045 Avenida Doctor Ashford, San Juan, PR
14.86 km from city center
Stay at this 4-star beach hotel in San Juan. Enjoy a beach locale, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
16.17 km from city center
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue, San Juan
14.47 km from city center
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Jan 12 - Wed, Jan 14
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$84 Roundtrip, found 3 days ago
$84
Roundtrip
found 3 days ago
Wed, Oct 29 - Sun, Nov 2
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Mon, Jan 12 - Wed, Jan 21
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Sun, Feb 8 - Sat, Feb 14
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
Sun, Oct 26 - Thu, Nov 6
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago