Romantic Holidays in Puerto Rico Island 2026

Plan, book, travel with confidence
Better together
Save up to €900 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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

Aire de O:live

Isla Verde

€1,509

per person

18 Dec - 23 Dec

found 22 hours ago

Return flight included

Toronto (YYZ) to San Juan (SJU)

9.4/10 Exceptional! (842 reviews)

Very nice clean close to the beach and bites to eat defiantly will be back.

Reviewed on 16 Oct 2026

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

€1,544

per person

18 Dec - 23 Dec

found 22 hours ago

Return flight included

Toronto (YYZ) to San Juan (SJU)

9.2/10 Wonderful! (3,451 reviews)

Don't see what you're looking for?

See all available trips from Toronto to Puerto Rico Island

View all trips

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande

17 min drive from El Yunque National Forest

Stay at this luxury resort in Río Grande. Enjoy 5 outdoor pools, a full-service spa and 5 restaurants. Our guests praise the pool and the helpful staff in their ...

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

50 min drive from El Yunque National Forest

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...

9.4/10 Exceptional! (1,850 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub

Travellers say...

"El hotel supero mis expectativas"

Reviewed on 17 Oct 2026

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Aguadilla St. #55 Condado San Juan

50 min drive from El Yunque National Forest

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular ...

9/10 Wonderful! (690 reviews)

Couples like: adults-only property, bar, couples dining, picnics

Travellers say...

"The staff was very rude. Also the host at the reservation process on Bardot Rest."

Reviewed on 11 Oct 2026

See all 8,126 properties in Puerto Rico Island

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.