Book Exclusive Caribbean Vacation Packages
Search vacation packages deals in Caribbean's top destinations
San Juan
Vacations
Caribbean flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
Price was CA $2,491, price is now CA $1,234 per person
CA $1,234
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
Book a stay at this luxury hotel in San Juan. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Coral Costa Caribe Beach Resort - All Inclusive
Villas Del Mar
Price was CA $3,377, price is now CA $1,382 per person
CA $1,382
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Santo Domingo (SDQ)
Book a stay at this beach property in Guayacanes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Los Marlins Golf Course and Marbella Beach are located nearby.
Alamanda Cottage at Serenity
Ironshore
Price was CA $4,230, price is now CA $1,752 per person
CA $1,752
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
Book a stay at this business-friendly cottage in Montego Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Excellence Oyster Bay - Adults Only All Inclusive
Price was CA $8,141, price is now CA $4,032 per person
CA $4,032
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Montego Bay (MBJ)
Book a stay at this luxury property in Falmouth. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Luminous Lagoon and Water Square are located nearby.
Ocho Rios Villa at Coolshade X
Price was CA $3,198, price is now CA $1,587 per person
CA $1,587
per person
Jan 30 - Feb 6
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
Book a stay at this business-friendly villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Cranbrook Flower Forest and Priory Beach are located nearby.
Top Caribbean hotels deals
Hotel El Convento
100 Cristo St San Juan
Free cancellation
Reserve now, pay when you stay
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
Pool
Free WiFi
British Colonial - Nassau
Number One Bay St Nassau
Free cancellation
Reserve now, pay when you stay
The price is CA $294 per night
CA $294
CA $449 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cable Beach and Pirates of Nassau Museum are located nearby.
On private beach
Pool
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Free cancellation
Reserve now, pay when you stay
The price is CA $287 per night
CA $287
CA $371 total
Dec 24 - Dec 25
includes taxes & fees
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
Pool
Pet-friendly
The Reef at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cable Beach and Aquaventure are located nearby.
On private beach
Pool
Boutique Hotel Palacio
Calle Duarte 106 Santo Domingo Distrito Nacional
Free cancellation
Reserve now, pay when you stay
The price is CA $99 per night
CA $99
CA $127 total
Dec 30 - Dec 31
includes taxes & fees
Book a stay at this business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Malecon and Blue Mall are located nearby.
Pool
Breakfast included
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
The price is CA $345 per night
CA $345
CA $526 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Cable Beach and Marina Village at Atlantis are located nearby.
Pool
Breakfast included
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.
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