Puerto Rico Honeymoon Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $750 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
Flight and Honeymoon hotel deals in Puerto Rico
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $1,305, price is now CA $1,055 per person
CA $1,055
per person
May 30 - Jun 3
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (2,969 reviews)
Besides being in Paradise, the staff at the resort was the absolute best! Every encounter with a a staff person was the same. Kind, friendly and genuinely caring.
Reviewed on Apr 25, 2026
Margaritaville Vacation Club by Wyndham - Rio Mar
Mameyes II
Price was CA $2,572, price is now CA $1,944 per person
CA $1,944
per person
Jun 12 - Jun 17
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (288 reviews)
Stayed 5 nights here. Very friendly staff. Room was very nice and well equipped. 5 o’clock somewhere tiki bar was very nice and food was very good. Frozen drinks very good also. Pool is very nice also. If I have to criticize anything it would be that check in time at 4 pm and check out is 10 am is not fair in my opinion but what the heck it’s a very nice place to stay.
Reviewed on Apr 25, 2026
El Conquistador Resort
Cabezas
Price was CA $3,778, price is now CA $2,897 per person
CA $2,897
per person
Jun 26 - Jul 3
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Juan (SJU)
9/10 Wonderful! (3,381 reviews)
Very clean room The staff very friendly and helpful. Bars great and too easy to get too. Planing to go again
Reviewed on Apr 26, 2026
Condado Vanderbilt Hotel
Condado
Price was CA $2,564, price is now CA $2,081 per person
CA $2,081
per person
May 31 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Barranquilla (BAQ) to San Juan (SJU)
9.2/10 Wonderful! (1,707 reviews)
The hotel is beautiful and the customer service definitely made it feel like a 5 star hotel.
Reviewed on Apr 26, 2026
DoubleTree by Hilton San Juan
Santurce
Price was CA $2,486, price is now CA $2,030 per person
CA $2,030
per person
Jun 26 - Jul 3
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Juan (SJU)
9/10 Wonderful! (1,000 reviews)
The hotel was very clean, staff was able to accommodate me earlier into my room prior to check in, great amenities. and it was located in a great location
Reviewed on Apr 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico
View all trips5* Honeymoon holidays in Puerto Rico
Price found within the past 48 hours. Click for updated prices.
Condado Vanderbilt Hotel
Condado
Price was CA $2,564, price is now CA $2,081 per person
CA $2,081
per person
May 31 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Barranquilla (BAQ) to San Juan (SJU)
9.2/10 Wonderful! (1,707 reviews)
The hotel is beautiful and the customer service definitely made it feel like a 5 star hotel.
Reviewed on Apr 26, 2026
Four Seasons Resort and Residence Puerto Rico
Herreras
Price was CA $5,903, price is now CA $5,304 per person
CA $5,304
per person
Jun 28 - Jul 3
found 22 hours ago
Roundtrip flight included
Yellowknife (YZF) to San Juan (SJU)
10/10 Exceptional! (11 reviews)
Service. It’s clear everyone got the memo. David greeted us at the bell stand as we arrived and was ready to be helpful whenever we needed anything. Housekeeping was awesome, Jesus made the best Negronis at the Casa Grande bar. Breakfast staff, particularly Noel, were super friendly and helpful with local tips and suggestions - always a great way to start each day
Reviewed on Mar 1, 2026
Fairmont El San Juan Hotel
Isla Verde
Price was CA $3,396, price is now CA $3,111 per person
CA $3,111
per person
Jun 27 - Jul 3
found 1 day ago
Roundtrip flight included
Yellowknife (YZF) to San Juan (SJU)
8.6/10 Excellent! (2,081 reviews)
Haven't been there in years. Great staff. Good food. Great casino. I guess because I won money. The dealers in the casino were amazing.We had so much fun gambling in the casino. Can't wait to go back again
Reviewed on Apr 26, 2026
Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico
View all trips3 Night Honeymoon holidays in Puerto Rico
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $1,140, price is now CA $919 per person
CA $919
per person
Jun 1 - Jun 4
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (2,969 reviews)
Besides being in Paradise, the staff at the resort was the absolute best! Every encounter with a a staff person was the same. Kind, friendly and genuinely caring.
Reviewed on Apr 25, 2026
El Conquistador Resort
Cabezas
Price was CA $1,228, price is now CA $1,022 per person
CA $1,022
per person
Jun 1 - Jun 4
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (3,381 reviews)
Very clean room The staff very friendly and helpful. Bars great and too easy to get too. Planing to go again
Reviewed on Apr 26, 2026
Hyatt Centric San Juan - Isla Verde
Isla Verde
Price was CA $1,500, price is now CA $1,285 per person
CA $1,285
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.8/10 Excellent! (195 reviews)
Awesome place. Close to everything.
Reviewed on Apr 26, 2026
Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico
View all trips4 Night Honeymoon holidays in Puerto Rico
Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort
Cabezas
Price was CA $1,626, price is now CA $1,319 per person
CA $1,319
per person
May 30 - Jun 3
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (3,381 reviews)
Very clean room The staff very friendly and helpful. Bars great and too easy to get too. Planing to go again
Reviewed on Apr 26, 2026
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $3,101, price is now CA $2,140 per person
CA $2,140
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (2,969 reviews)
Besides being in Paradise, the staff at the resort was the absolute best! Every encounter with a a staff person was the same. Kind, friendly and genuinely caring.
Reviewed on Apr 25, 2026
DREAMCATCHER by DW - ADULTS ONLY
Santurce
Price was CA $2,139, price is now CA $1,741 per person
CA $1,741
per person
Jun 18 - Jun 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,001 reviews)
Very relaxing and quiet. No TV. We had a room which had a full hammock. It was heavenly! I took a couple of naps in it. Be sure to bring DEET or your favorite mosquito repellent. Although the bedroom itself is nicely air-conditioned, the hammock area and shower are semi-outdoors, although of course secluded but mosquitoes get in.
Reviewed on Apr 25, 2026
Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico
View all tripsHoneymoon Hotels in Puerto Rico
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
The price is CA $545 per night from May 17 to May 18
CA $545
CA $726 total
May 17 - May 18
includes taxes & fees
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,684 reviews)
The hotel is beautiful and the customer service definitely made it feel like a 5 star hotel.
Reviewed on Apr 26, 2026
The Condado Plaza Hotel
999 Ashford Avenue San Juan
The price is CA $306 per night from May 10 to May 11
CA $306
CA $386 total
May 10 - May 11
includes taxes & fees
Book a stay at this beach resort in San Juan. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (2,232 reviews)
Rooms were very tired, as was the rest of the hotel, except the reception and lobby area. Sea view from room was lovely, but balcony furniture was very basic. Public bathrooms were in desperate need of renovation, not on par with Hiltons usual standards. This is certainly not a 4 star hotel and not ...
Reviewed on Apr 26, 2026
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
The price is CA $289 per night from May 3 to May 4
CA $289
CA $389 total
May 3 - May 4
includes taxes & fees
Book a stay at this family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (4,529 reviews)
Truly enjoyed breakfast and happy hour. The casino was definitely in my favor.
Reviewed on Apr 26, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
