Roosevelt Roads Fishing Vacations
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Flight and Fishing hotel deals in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
El Oasis Hotel
Price was CA $2,017, price is now CA $1,334 per person
CA $1,334
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.4/10 Exceptional! (200 reviews)
Perfect place to disconnect and relax. Friendly staff, and clean facilities. The food at the restaurant was ok but nothing memorable. Will definitely book again.
Reviewed on May 17, 2026
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $2,496, price is now CA $1,587 per person
CA $1,587
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (655 reviews)
This place is very clean. The staff is very friendly and very accommodating. Will definitely book again.
Reviewed on May 16, 2026
OLV Fifty Five - Adults Only
Condado
Price was CA $3,113, price is now CA $2,144 per person
CA $2,144
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (658 reviews)
This place has clean rooms the staff was great a nice upscale bar
Reviewed on May 12, 2026
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $4,460, price is now CA $3,076 per person
CA $3,076
per person
Jun 29 - Jul 5
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Juan (SJU)
9/10 Wonderful! (2,945 reviews)
I went with my family and we all had fun
Reviewed on May 18, 2026
Ola Boutique Hotel
Condado
Price was CA $2,440, price is now CA $1,685 per person
CA $1,685
per person
Jul 4 - Jul 11
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (800 reviews)
Breakfast fresh, excellent service . Jalexis was really sweet and nice to us. beach towels available for used which saved our trip. Loved it overall
Reviewed on May 15, 2026
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See all available trips from Columbus to Roosevelt Roads
View all trips5* Fishing holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hugo's Rental
Old San Juan
Price was CA $1,922, price is now CA $1,774 per person
CA $1,774
per person
Jun 25 - Jul 1
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (334 reviews)
Great location, easy check in, and the room was clean. We will definitely be back!
Reviewed on Apr 27, 2026
Residences at Dorado Beach, a Ritz-Carlton Reserve
Higuillar
Price was CA $25,593, price is now CA $24,320 per person
CA $24,320
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (2 reviews)
Outstanding experience staying at one of the Residences. Definitely the best hotel in the Caribbeans.
Reviewed on Sep 1, 2025
Fairmont El San Juan Villa Experience
Isla Verde
Price was CA $3,075, price is now CA $2,340 per person
CA $2,340
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Juan (SJU)
7.6/10 Good! (143 reviews)
I loved staying at the fairmont, they had complimentary items with our villa and a very comfy bed! Would absolutely stay again
Reviewed on May 5, 2026
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See all available trips from Columbus to Roosevelt Roads
View all trips3 Night Fishing holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
NOA by DW
Santurce
Price was CA $1,664, price is now CA $1,317 per person
CA $1,317
per person
Aug 7 - Aug 10
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.8/10 Exceptional! (20 reviews)
The apartment itself was clean and well designed. Please note that the garbage bins are located on the side of the building and the smell permeates the entire terrace which made it impossible to use during out stay. The area is noisey and the walls are thin so you can hear everything. Also the wifi was not reliable not sure if its because we were sharing the same router with other guests in the other apartments.
Reviewed on Apr 13, 2026
OLV Fifty Five - Adults Only
Condado
Price was CA $2,355, price is now CA $1,740 per person
CA $1,740
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
8.6/10 Excellent! (658 reviews)
This place has clean rooms the staff was great a nice upscale bar
Reviewed on May 12, 2026
Fairmont El San Juan Villa Experience
Isla Verde
Price was CA $2,915, price is now CA $2,265 per person
CA $2,265
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
7.6/10 Good! (143 reviews)
I loved staying at the fairmont, they had complimentary items with our villa and a very comfy bed! Would absolutely stay again
Reviewed on May 5, 2026
Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all trips4 Night Fishing holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $2,094, price is now CA $1,294 per person
CA $1,294
per person
Jul 31 - Aug 4
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (655 reviews)
This place is very clean. The staff is very friendly and very accommodating. Will definitely book again.
Reviewed on May 16, 2026
OLV Fifty Five - Adults Only
Condado
Price was CA $2,261, price is now CA $1,568 per person
CA $1,568
per person
Jul 31 - Aug 4
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (658 reviews)
This place has clean rooms the staff was great a nice upscale bar
Reviewed on May 12, 2026
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $2,918, price is now CA $2,106 per person
CA $2,106
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (2,945 reviews)
I went with my family and we all had fun
Reviewed on May 18, 2026
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