Roosevelt Roads Honeymoon Vacations

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Flight and Honeymoon hotel deals in Roosevelt Roads

Price found within the past 48 hours. Click for updated prices.
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

Santurce
Save 100% on your flight
CA $1,569
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (539 reviews)
Mi experiencia en Don Rafa fue excelente de principio a fin. Me encantó absolutamente todo: el ambiente, la decoración, la limpieza, la comodidad y, sobre todo, la atención del personal. Todo está cuidado hasta el más mínimo detalle y se siente un ambiente súper acogedor, tranquilo y especial. Fue una estadía muy corta pero, de esas que realmente disfrutas y recuerdas. Sin duda, volvería nuevamente y lo recomendaría a cualquiera que busque un lugar bonito, cómodo y con un servicio excelente.🥰👏✨

Reviewed on Sep 27, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

San Juan Antiguo
Save 100% on your flight
CA $1,583
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (733 reviews)
WALD HAUS by DW

WALD HAUS by DW

Save 100% on your flight
CA $2,632
per person
Dec 6 - Dec 11
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.

Reviewed on Aug 13, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
Save 100% on your flight
CA $7,449
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
6/10 (1 review)
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience

Isla Verde
Save 100% on your flight
CA $3,671
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
7.8/10 Good! (157 reviews)
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5* Honeymoon holidays in Roosevelt Roads

Price found within the past 48 hours. Click for updated prices.
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

Isla Verde
Save 100% on your flight
CA $2,628
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (2,238 reviews)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
Save 100% on your flight
CA $7,449
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
6/10 (1 review)
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience

Isla Verde
Save 100% on your flight
CA $3,671
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
7.8/10 Good! (157 reviews)
Don't see what you're looking for?
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3 Night Honeymoon holidays in Roosevelt Roads

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel

Ola Boutique Hotel

Condado
CA $951
per person
Dec 12 - Dec 15
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Zarzal
CA $1,567
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (3,415 reviews)
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

Isla Verde
CA $1,931
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (2,238 reviews)
Don't see what you're looking for?
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4 Night Honeymoon holidays in Roosevelt Roads

Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes

Hotel Puerto Valdes

San Juan Antiguo
Save 100% on your flight
CA $1,037
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (733 reviews)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
Save 100% on your flight
CA $7,449
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
6/10 (1 review)
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

WALD HAUS by DW

WALD HAUS by DW

Save 100% on your flight
CA $2,398
per person
Oct 29 - Nov 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.

Reviewed on Aug 13, 2026

Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.