Roosevelt Roads Adventure Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Shannon Willitts
- Plan, book, travel with confidence
- Better togetherSave up to HK$1,282 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
Price found within the past 48 hours. Click for updated prices.
The Weekender by Otium
Santurce
Price was HK$6,383, price is now HK$4,773 per person
HK$4,773
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (142 reviews)
No breakfast or even coffee available….no coffee pot in the rooms. Room was clean …there were 2 restaurants nearby that was helpful
Reviewed on 2 Mar 2026
Fairmont El San Juan Villa Experience
Isla Verde
Save 100% on your flight
Price was HK$10,014, price is now HK$7,714 per person
HK$7,714
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
7.6/10 Good! (137 reviews)
Room was good but dated, toilet wouldn't stop running.. asked front dest to sweep my patio and get rid of some ants as well as clean cat hair off my lounge chair on Saturday, never seen anyone and i left on Tuesday
Reviewed on 26 Feb 2026
El Conquistador Resort
Cabezas
Price was HK$7,445, price is now HK$5,755 per person
HK$5,755
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (3,246 reviews)
View from room was outstanding! Staff were very friendly. Housekeeping was meh. Bathroom was not cleaned during stay. Toilet paper not refilled. Sheets on bed were pulled up but pillows were left as we left them, not fluffed/straightened. Outlets on walls did not hold plugs securely, only able to charge phones using half of the outlets in the room.
Restaurants were overall very nice, good food.
Boat ride to island was nice, but a little rough, so bring dramamine, etc if prone to motion sickness.
Pools were lovely. There was always enough room to find a shaded spot, both at the pools and on the island. Likewise, towels were in abundant supply.
Overall, it is a beautiful property, but could improve a bit in the areas of housekeeping and infrastructure.
They offer the ability to fill water bottles at various locations. One of the filter indicators we noticed was red, told the front desk. 5 days later it is still red. No bueno. While they offered a few activities and a play area for kids, if this area was enhanced (perhaps an activity coordinator)they could become a family destination of choice.
Reviewed on 6 Mar 2026
Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all tripsPrice found within the past 48 hours. Click for updated prices.
Fairmont El San Juan Hotel
Isla Verde
Price was HK$7,931, price is now HK$6,245 per person
HK$6,245
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (2,063 reviews)
Additional bartenders are required at the main bar; it took approximately 25 minutes to place a drink order.
Beautiful hotel overall
Reviewed on 3 Mar 2026
Fairmont El San Juan Villa Experience
Isla Verde
Save 100% on your flight
Price was HK$10,014, price is now HK$7,714 per person
HK$7,714
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
7.6/10 Good! (137 reviews)
Room was good but dated, toilet wouldn't stop running.. asked front dest to sweep my patio and get rid of some ants as well as clean cat hair off my lounge chair on Saturday, never seen anyone and i left on Tuesday
Reviewed on 26 Feb 2026
Condado Vanderbilt Hotel
Condado
Price was HK$9,311, price is now HK$7,885 per person
HK$7,885
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (1,696 reviews)
Nice, welcoming staff. Hotel was a good location, nice pool and plenty of dining options on site. Free bike rental was also a nice perk to get to and from old San Juan
Reviewed on 6 Mar 2026
Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all tripsPrice found within the past 48 hours. Click for updated prices.
The Weekender by Otium
Santurce
Price was HK$6,383, price is now HK$4,773 per person
HK$4,773
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (142 reviews)
No breakfast or even coffee available….no coffee pot in the rooms. Room was clean …there were 2 restaurants nearby that was helpful
Reviewed on 2 Mar 2026
Fairmont El San Juan Villa Experience
Isla Verde
Save 100% on your flight
Price was HK$10,014, price is now HK$7,714 per person
HK$7,714
per person
4 May - 7 May
found 23 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
7.6/10 Good! (137 reviews)
Room was good but dated, toilet wouldn't stop running.. asked front dest to sweep my patio and get rid of some ants as well as clean cat hair off my lounge chair on Saturday, never seen anyone and i left on Tuesday
Reviewed on 26 Feb 2026
Don't see what you're looking for?
See all available trips from Columbus 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.
