
Puerto Rico Island Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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Top Romantic vacation packages in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.

The Condado Plaza Hotel
Condado
Save 100% on your flight
Price was ₩1,397,032, price is now ₩956,768 per person
₩956,768
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
The staff was amazing the amenities was excellent!
Reviewed on Nov 25, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was ₩2,333,207, price is now ₩1,448,780 per person
₩1,448,780
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (645 reviews)
Room was very clean. The employees were fabulous--they were very friendly and helpful. They will above and beyond to provide assistance.
Reviewed on Nov 16, 2025

Condado Vanderbilt Hotel
Condado
Save 100% on your flight
Price was ₩2,056,418, price is now ₩1,351,625 per person
₩1,351,625
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Great place to stay, walking distance from a lot of places, and on the beach.
Reviewed on Nov 26, 2025

La Concha Resort, Puerto Rico, Autograph Collection
Condado
Save 100% on your flight
Price was ₩1,786,276, price is now ₩1,436,862 per person
₩1,436,862
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,230 reviews)
Wonderful experience with immediate access to the beach. Plenty walkable food options right outside the hotel
Reviewed on Nov 26, 2025

Caribe Hilton
San Juan Antiguo
Price was ₩1,438,832, price is now ₩1,188,136 per person
₩1,188,136
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (2,396 reviews)
Very clean and nice hotel. Staff was amazing! Fresh linen and towels daily without asking. Two free bottles of water daily—you get that at the front desk. It’s a huge place with several nice restaurants. Centrally located to the PR conference center .
Reviewed on Nov 25, 2025
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See all available trips from New York to Puerto Rico Island
View all trips5* Romantic vacations in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Save 100% on your flight
Price was ₩2,056,418, price is now ₩1,351,625 per person
₩1,351,625
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Great place to stay, walking distance from a lot of places, and on the beach.
Reviewed on Nov 26, 2025
Don't see what you're looking for?
See all available trips from New York to Puerto Rico Island
View all trips4 Night Romantic vacations in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.

The Condado Plaza Hotel
Condado
Save 100% on your flight
Price was ₩1,397,032, price is now ₩956,768 per person
₩956,768
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
The staff was amazing the amenities was excellent!
Reviewed on Nov 25, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was ₩2,333,207, price is now ₩1,448,780 per person
₩1,448,780
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (645 reviews)
Room was very clean. The employees were fabulous--they were very friendly and helpful. They will above and beyond to provide assistance.
Reviewed on Nov 16, 2025

Condado Vanderbilt Hotel
Condado
Save 100% on your flight
Price was ₩2,056,418, price is now ₩1,351,625 per person
₩1,351,625
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Great place to stay, walking distance from a lot of places, and on the beach.
Reviewed on Nov 26, 2025
Don't see what you're looking for?
See all available trips from New York to Puerto Rico Island
View all tripsTop Romantic Puerto Rico Island Hotels

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fall in love again at this upscale resort. You and your special someone are sure to love the spa, garden, and 5 restaurants. You'll also appreciate the champagne ...
8.4/10 Very Good! (2,219 reviews)
Couples like: full-service spa, couples spa treatments, on the beach, couples dining
Travelers say...
Excellent hotel
Reviewed on Nov 24, 2025

Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
A spa, ocean-view dining, and a garden await couples looking for a romantic getaway at this upscale hotel. The property also offers a hot tub, beach cabanas, ...
9.2/10 Wonderful! (1,638 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub
Travelers say...
Yes
Reviewed on Nov 25, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Aguadilla St. #55 Condado San Juan
Hydromassage showers, champagne service, and luxurious surroundings await visiting couples at this adults-only hotel. The property also offers romance packages, ...
8.8/10 Excellent! (646 reviews)
Couples like: adults only property, bar, couples dining, picnics
Travelers say...
Room was very clean. The employees were fabulous--they were very friendly and helpful. They will above and beyond to provide assistance.
Reviewed on Nov 16, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
