City Island Adventure Vacations

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    Save up to ￥109,000 when you book a flight and hotel together*

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Top Adventure vacation packages in City Island

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
￥306,454
per person
Nov 8 - Nov 12
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (3,361 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
￥439,829
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
￥322,890
per person
Nov 19 - Nov 24
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,266 reviews)
Great location and super friendly staff.

Reviewed on Oct 4, 2026

NobleDEN Hotel

NobleDEN Hotel

Manhattan
￥417,102
per person
Dec 26 - Jan 2
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.6/10 Exceptional! (1,661 reviews)
The St. Regis New York

The St. Regis New York

Manhattan
Save 100% on your flight
￥806,430
per person
Nov 19 - Nov 24
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (292 reviews)
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5* Adventure vacations in City Island

Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
￥439,829
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
The St. Regis New York

The St. Regis New York

Manhattan
Save 100% on your flight
￥806,430
per person
Nov 19 - Nov 24
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (292 reviews)
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

Manhattan
Save 100% on your flight
￥737,759
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Beautiful hotel with spacious rooms. We never wanted to leave!

Reviewed on Oct 4, 2026

Don't see what you're looking for?
See all available trips from Tokyo to City Island
View all trips

3 Night Adventure vacations in City Island

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
￥302,124
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
￥320,686
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (3,361 reviews)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

Manhattan
￥414,908
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.6/10 Exceptional! (280 reviews)
Don't see what you're looking for?
See all available trips from Tokyo to City Island
View all trips

4 Night Adventure vacations in City Island

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

Night Hotel Broadway

Manhattan
￥264,828
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
7.6/10 Good! (3,693 reviews)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
￥399,837
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (3,361 reviews)
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

Manhattan
Save 100% on your flight
￥737,759
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Beautiful hotel with spacious rooms. We never wanted to leave!

Reviewed on Oct 4, 2026

Don't see what you're looking for?
See all available trips from Tokyo to City Island
View all trips

Things to do

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

￥6,765
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
New York’s Best Skyline View, Top of the Rock at Rockefeller Center

Top of the Rock Timed Admission

￥6,457
per adult
90% of travellers recommend
Top of the Rock Timed Admission
Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

￥6,409
per adult
82% of travellers recommend
American Museum of Natural History Tickets
See all activities in City Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.