Roosevelt Roads Adventure Vacations
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Flight and Adventure hotel deals in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Ocean Breeze Villa
San Juan Antiguo
Price was CA $2,325, price is now CA $1,593 per person
CA $1,593
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.8/10 Excellent! (12 reviews)
Clean, communicative host, great location. All you need.
Reviewed on May 21, 2026
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $2,792, price is now CA $1,773 per person
CA $1,773
per person
Jul 22 - Jul 27
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.8/10 Excellent! (662 reviews)
Staff were wonderful. So helpful and gave great suggestions on things to do and places to eat! Clean and well stocked kitchen. Nice rooftop area with hot tub. The hot tub could use an update or just cleaning. A few of the floor planks were loose and sticking up but this didn’t really cause any issues. Could use better pillows and maybe directions on how to use the coffee maker. Other than that would definitely recommend staying here.
Reviewed on May 20, 2026
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View all trips5* Adventure holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Fairmont El San Juan Villa Experience
Isla Verde
Price was CA $2,356, price is now CA $1,748 per person
CA $1,748
per person
Jul 31 - Aug 4
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
7.6/10 Good! (143 reviews)
Room had some stains on the carpet that h
Reviewed on May 20, 2026
Four Seasons Resort and Residence Puerto Rico
Herreras
Price was CA $4,686, price is now CA $3,803 per person
CA $3,803
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
10/10 Exceptional! (12 reviews)
Beautiful property and rooms. However, at this price we were expecting 7 star service and that was not the case. The staff at the pool/bar/restaurant seemed to be bothered when we asked for service. They mostly congregated by the towel area and checked their phones more than they us. You can get far better service in other cheaper hotels. We were hoping to lounge and be take n care of but instead we were told about a 4pm last call (not offered anything) and when the birds took half the breakfast we were never offered a replacement or refund. If you’re looking to go relax and lounge and be taken care of this is not the place for you. Even the Greek restaurant forgot to give us silverware and napkins prior to bringing our food. Extremely disappointing experience.
Reviewed on May 18, 2026
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View all trips3 Night Adventure holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $1,610, price is now CA $1,240 per person
CA $1,240
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to San Juan (SJU)
8.8/10 Excellent! (662 reviews)
Staff were wonderful. So helpful and gave great suggestions on things to do and places to eat! Clean and well stocked kitchen. Nice rooftop area with hot tub. The hot tub could use an update or just cleaning. A few of the floor planks were loose and sticking up but this didn’t really cause any issues. Could use better pillows and maybe directions on how to use the coffee maker. Other than that would definitely recommend staying here.
Reviewed on May 20, 2026
Fairmont El San Juan Hotel
Isla Verde
Price was CA $1,771, price is now CA $1,396 per person
CA $1,396
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to San Juan (SJU)
8.6/10 Excellent! (2,090 reviews)
The staff was exceptional, night life was great, pools are beautiful and service around the pool is a plus. We love the Banyon Tree so that is an attraction. Only drawbacks were the room does not have a lot of lighting but that is really the vibe of the whole hotel. The halls were noisy after 10 pm at night, certainly not the hotel’s fault. Overall, truly a very special place and I can’t wait to come back!
Reviewed on May 16, 2026
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View all trips4 Night Adventure holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $1,979, price is now CA $1,176 per person
CA $1,176
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (662 reviews)
Staff were wonderful. So helpful and gave great suggestions on things to do and places to eat! Clean and well stocked kitchen. Nice rooftop area with hot tub. The hot tub could use an update or just cleaning. A few of the floor planks were loose and sticking up but this didn’t really cause any issues. Could use better pillows and maybe directions on how to use the coffee maker. Other than that would definitely recommend staying here.
Reviewed on May 20, 2026
Isla Verde Beachfront Retreat With Parking
Isla Verde
Price was CA $2,398, price is now CA $1,419 per person
CA $1,419
per person
Jul 31 - Aug 4
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!
Reviewed on Mar 24, 2026
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