Oyster Bay Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Photo by Erick
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 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
Top Romantic vacation packages in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was ￥531,268, price is now ￥335,675 per person
￥335,675
per person
Dec 17 - Dec 24
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Pretty much in the middle of Little Italy with Chinatown and Soho within easy walking distance. Comfortable rooms, very comfortable beds. We had a balcony room that gave us great views over the streets below.
Reviewed on Sep 26, 2025
Lotte New York Palace
Manhattan
Save 100% on your flight
Price was ￥445,932, price is now ￥294,541 per person
￥294,541
per person
Nov 21 - Nov 26
found 3 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,620 reviews)
Front desk staff and doormen were exceptional!!!
Reviewed on Sep 26, 2025
The Plaza - A Fairmont Managed Hotel
Manhattan
Save 100% on your flight
Price was ￥1,120,034, price is now ￥749,916 per person
￥749,916
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
It’s iconic and deserves all the prestige and acclaim. The lobby and restaurants are stunning and immersed in history and famous movies. The floral arrangements are breathtaking and probably the cost of a small car! The staff is extremely and friendly and very fast to respond to anything. The only challenge are the elevators which get packed quickly and during busy times are full if you are on
a middle floor
Reviewed on Sep 14, 2025
The Knickerbocker Hotel
Manhattan
Save 100% on your flight
Price was ￥621,890, price is now ￥417,038 per person
￥417,038
per person
Dec 17 - Dec 24
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,626 reviews)
This hotel is fantastic. The rooms are spacious—a real luxury in New York. The location is excellent, and even though it’s close to Times Square, it’s surprisingly quiet. Everything was spotless, the staff were wonderful, and the food was great.
Reviewed on Sep 24, 2025
5* Romantic vacations in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
The Knickerbocker Hotel
Manhattan
Save 100% on your flight
Price was ￥621,890, price is now ￥417,038 per person
￥417,038
per person
Dec 17 - Dec 24
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,626 reviews)
This hotel is fantastic. The rooms are spacious—a real luxury in New York. The location is excellent, and even though it’s close to Times Square, it’s surprisingly quiet. Everything was spotless, the staff were wonderful, and the food was great.
Reviewed on Sep 24, 2025
The Plaza - A Fairmont Managed Hotel
Manhattan
Save 100% on your flight
Price was ￥1,120,034, price is now ￥749,916 per person
￥749,916
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
It’s iconic and deserves all the prestige and acclaim. The lobby and restaurants are stunning and immersed in history and famous movies. The floral arrangements are breathtaking and probably the cost of a small car! The staff is extremely and friendly and very fast to respond to anything. The only challenge are the elevators which get packed quickly and during busy times are full if you are on
a middle floor
Reviewed on Sep 14, 2025
3 Night Romantic vacations in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
Grayson Hotel in the Unbound Collection by Hyatt
Manhattan
Price was ￥338,820, price is now ￥248,214 per person
￥248,214
per person
Dec 7 - Dec 10
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (787 reviews)
Such a cute nice hotel. Loved it.
Reviewed on Sep 22, 2025
Park Lane New York
Manhattan
Save 100% on your flight
Price was ￥419,584, price is now ￥286,609 per person
￥286,609
per person
Dec 7 - Dec 10
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
8.4/10 Very Good! (1,611 reviews)
We loved our stay here and the hotel staff were wonderful. The hotel is in a great area, steps from Central Park, the rooms were quite spacious for New York and it really had a lot of charm. Again, staff were amazing!
Reviewed on Sep 22, 2025
4 Night Romantic vacations in Oyster Bay
Price found within the past 48 hours. Click for updated prices.
Hyatt Centric Times Square New York
Manhattan
Save 100% on your flight
Price was ￥340,964, price is now ￥220,840 per person
￥220,840
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (1,866 reviews)
The hotel is a short 2 minute walk to Times Square and Broadway. Excellent staff who goes above and beyond. Will definitely stay here again.
Reviewed on Sep 26, 2025
NobleDEN Hotel
Manhattan
Price was ￥347,540, price is now ￥231,968 per person
￥231,968
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Pretty much in the middle of Little Italy with Chinatown and Soho within easy walking distance. Comfortable rooms, very comfortable beds. We had a balcony room that gave us great views over the streets below.
Reviewed on Sep 26, 2025
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
