Title: Adventure Vacations in Roosevelt Roads 2026/2026 | Expedia.ca

![](https://images.trvl-media.com/place/6360451/3441fe46-31f2-46bc-b307-613f9edf876d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# 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.

![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Puerto Valdes

San Juan Antiguo

CA $772

per person

Jan 25 - Jan 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

9/10 Wonderful! (500 reviews)

There were no hand towels or wash clothes provided for the bathroom and kitchenette. There was also no coffee maker but the front desk clerk did bring one up promtply upon request. Aparently all water heating is done with solar so the water never did get hot, and in the morning there was not even warm water; makes for a miserable shower.

Reviewed on Dec 5, 2025

![Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)](https://images.trvl-media.com/lodging/6000000/5200000/5196300/5196263/66510c0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Condado

CA $2,065

per person

Feb 10 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

9/10 Wonderful! (645 reviews)

Tatiana was a great host who helped us out tremendously.

Reviewed on Nov 30, 2025

![Las Casitas Village at El Conquistador](https://images.trvl-media.com/lodging/92000000/91570000/91562100/91562080/7e550371_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Las Casitas Village at El Conquistador

Cabezas

CA $2,820

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Juan (SJU)

9.2/10 Wonderful! (126 reviews)

Everything was great

Reviewed on Dec 4, 2025

![DUNA by DW](https://images.trvl-media.com/lodging/79000000/78740000/78739700/78739626/83641b59_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DUNA by DW

Santurce

CA $2,334

per person

Jan 10 - Jan 17

found 18 hours ago

Roundtrip flight included

Montreal (YUL) to San Juan (SJU)

9.6/10 Exceptional! (58 reviews)

Very clean and spacious.

Reviewed on Nov 26, 2025

![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### El Conquistador Resort

Cabezas

CA $2,581

per person

Jan 19 - Jan 26

found 10 hours ago

Roundtrip flight included

Edmonton (YEG) to San Juan (SJU)

9/10 Wonderful! (3,205 reviews)

The resort is clean, safe and genuinely enjoyable. The only real drawback is the daily resort fee that gets added on top of your stay. Food is expected to be an extra cost, but the individual restaurants on the property run a bit high, and even basics like bottled water get marked up. Aside from that, everything else about the experience was excellent. We had a fantastic stay and would happily return.

Reviewed on Dec 6, 2025

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Adventure holidays in Roosevelt Roads

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

![Fairmont El San Juan Villa Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577147/f326ce2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont El San Juan Villa Experience

Isla Verde

CA $2,830

per person

Feb 26 - Mar 2

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Juan (SJU)

7.6/10 Good! (128 reviews)

Bianca and Melanie at the front desk were both very helpful and accommodating.

Reviewed on Sep 28, 2025

![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

CA $3,543

per person

Jan 19 - Jan 26

found 10 hours ago

Roundtrip flight included

Edmonton (YEG) to San Juan (SJU)

8.6/10 Excellent! (2,206 reviews)

We stayed for 7 days and by the end we didn't want to check out. The service was incredible, the amenities were abundant and the staff was so welcoming and friendly! We enjoyed our stay and can't wait to be back.

Reviewed on Dec 6, 2025

![Dorado Beach, a Ritz-Carlton Reserve](https://images.trvl-media.com/lodging/6000000/5390000/5389000/5388988/w4000h2664x0y0-b9bbf58f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Dorado Beach, a Ritz-Carlton Reserve

Higuillar

CA $10,474

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Juan (SJU)

9.6/10 Exceptional! (229 reviews)

Let’s just say we can’t wait to come back! What a beautiful experience. Definitely recommend all around!

Reviewed on Aug 22, 2025

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Adventure holidays in Roosevelt Roads

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

![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Puerto Valdes

San Juan Antiguo

CA $733

per person

Jan 25 - Jan 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9/10 Wonderful! (500 reviews)

There were no hand towels or wash clothes provided for the bathroom and kitchenette. There was also no coffee maker but the front desk clerk did bring one up promtply upon request. Aparently all water heating is done with solar so the water never did get hot, and in the morning there was not even warm water; makes for a miserable shower.

Reviewed on Dec 5, 2025

![Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)](https://images.trvl-media.com/lodging/6000000/5200000/5196300/5196263/66510c0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Condado

CA $1,660

per person

Feb 6 - Feb 9

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9/10 Wonderful! (645 reviews)

Tatiana was a great host who helped us out tremendously.

Reviewed on Nov 30, 2025

![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OLV Fifty Five - Adults Only

Condado

CA $2,216

per person

Jan 16 - Jan 19

found 21 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to San Juan (SJU)

8.6/10 Excellent! (577 reviews)

The staff was amazing, best hotel stay I’ve had in awhile

Reviewed on Nov 30, 2025

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Adventure holidays in Roosevelt Roads

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

![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Puerto Valdes

San Juan Antiguo

CA $772

per person

Jan 25 - Jan 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

9/10 Wonderful! (500 reviews)

There were no hand towels or wash clothes provided for the bathroom and kitchenette. There was also no coffee maker but the front desk clerk did bring one up promtply upon request. Aparently all water heating is done with solar so the water never did get hot, and in the morning there was not even warm water; makes for a miserable shower.

Reviewed on Dec 5, 2025

![The Oliver Hotel](https://images.trvl-media.com/lodging/108000000/107090000/107083400/107083384/2b5683ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Oliver Hotel

San Juan Antiguo

CA $902

per person

Jan 25 - Jan 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

9/10 Wonderful! (50 reviews)

Centrico, comodo, perfecto para estar cerca de todo y tener tranquilidad

Reviewed on Nov 28, 2025

![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ola Boutique Hotel

Condado

CA $1,966

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

My family and I stood for one night and it was a great hotel. When we first walked in you can immediately smell how clean it is. The staff were super sweet ! We had breakfast there and it was small BUT PERFECT for my family. We had ham, eggs, toast, waffle sticks. Our room itself was big and there was 5 of us. Beautiful hotel. Loved it

Reviewed on Dec 4, 2025

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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## More Vacations Ideas

[Flights to Roosevelt Roads

](https://expedia.ca/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[

Roosevelt Roads Hotels

](https://expedia.ca/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[

Roosevelt Roads Vacation Rentals

](https://expedia.ca/Roosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals)[

Roosevelt Roads Car Rentals

](https://expedia.ca/Car-Rentals-In-Roosevelt-Roads.d6360451.Car-Rental-Guide)[

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