
Roosevelt Roads Mountain Vacations
Book a Mountain Hotel + Flight or Car together to unlock savings
Photo by Shannon Willitts
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Mountain vacation packages in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Parguera Plaza Hotel - Adults Only
Price was ¥310,904, price is now ¥310,904 per person
¥310,904
per person
Jun 10 - Jun 15
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
9.6/10 Exceptional! (730 reviews)
Clean room | Great Staff | Lots of Shops nearby | Air conditioning in the room
Reviewed on Mar 18, 2026

Ola Boutique Hotel
Condado
Price was ¥412,568, price is now ¥334,218 per person
¥334,218
per person
Jun 10 - Jun 15
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (741 reviews)
The spa is actually across the street and not in the building, the staff are lovely! I didn’t have a wash cloth my first night but who is washing with rags anyway? Other than that, no complaints.
Reviewed on Mar 18, 2026


Las Casitas Village at El Conquistador
Cabezas
Price was ¥396,157, price is now ¥370,424 per person
¥370,424
per person
Jun 10 - Jun 15
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
9.2/10 Wonderful! (159 reviews)
We were very lucky with an incredible butler at The Villages in Timothy who took care of everything during our stay allowing us to relax. However, we were very disappointed in the water park not being open due to low water and none of the hot tubs working. We selected the resort for the water park. The location and view is paradise imagined and the resort is wonderfully designed. However, for the price per night I would expect the food to be better and for the place to have better up keep.
Reviewed on Mar 13, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ¥364,046, price is now ¥364,046 per person
¥364,046
per person
Jun 10 - Jun 15
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,233 reviews)
The ocean view was wonderful, staff were courteous and friendly. The grounds keeping was immaculate, housekeeping was detailed and impressive. A wonderful experience !
Reviewed on Mar 17, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Roosevelt Roads
View all trips5* Mountain vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ¥364,046, price is now ¥364,046 per person
¥364,046
per person
Jun 10 - Jun 15
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,233 reviews)
The ocean view was wonderful, staff were courteous and friendly. The grounds keeping was immaculate, housekeeping was detailed and impressive. A wonderful experience !
Reviewed on Mar 17, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Roosevelt Roads
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
