Cabo Caribe Packages (Flight + Hotel)

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Top Cabo Caribe Flight + Hotel Deals

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

Trópica Beach Hotel

Santurce
฿25,846
per person
2 Oct - 5 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9.4/10 Exceptional! (959 reviews)
This is 2nd time staying live it and will stay again.

Reviewed on 10 Aug 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
฿27,906
per person
2 Oct - 5 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
8.8/10 Excellent! (713 reviews)
Walking distance to old SJ; small and cozy hotel

Reviewed on 15 Aug 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

Condado
฿32,988
per person
2 Oct - 5 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
Aire de O:live

Aire de O:live

Isla Verde
฿34,159
per person
2 Oct - 5 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9.2/10 Wonderful! (736 reviews)
Would not recommend this O:live whatsoever, from the initial check in to the check out. Was left waiting over 3+ hours for check in, further someone kicked my luggage at the front desk and reception/staff said nor did absolutely anything. Further, my review of the food at the hotel, is that it’s quite lackluster. The hotel attempts to portray luxury but reality its anything but it. I travel quite extensively, and have stayed at real 5+ ⭐️, and plenty of real 4 star hotels. This is 2 star hotel(similar to a holiday inn or Hampton inn) pretending to be a “luxury boutique hotel”. This was my first time in PR, and I was hoping to try a smaller brand hotel instead of going to rio grande for the four season or dorado for the ritz, but I’ve now learned to trust my instinct. If you’re looking for a trashy, near the beach fake luxury hotel, then go ahead and book. If you aren’t, I’d recommend you don’t stay here. For those looking at some of the “better reviews”, I’m unsure if they’re real or if they are likely from less seasoned traveler. Cherry on top: I asked for late check out so I wouldn’t have to wait as long at the airport, and in consideration of my bad experience, they scoffed and said do what you have to, hence where I am now. (That’s my review of the customer service, instead of assuaging a peeved occupant, they challenge me).

Reviewed on 15 Aug 2026

Ola Boutique Hotel

Ola Boutique Hotel

Condado
฿29,459
per person
2 Oct - 5 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (925 reviews)

Top hotels in Cabo Caribe

The Condado Plaza Hotel

The Condado Plaza Hotel

999 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
฿4,865
฿6,567 total
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (2,735 reviews)
"I like the location of the hotel and the convience of having the pool and beach near eachother however with so many people staying at the hotel with 10 floors they had only 1 main elevator working. The bathroom and bedrooms were out dated the refrigerator was frozen with ice from the previous person ..."

Reviewed on 15 Aug 2026

The Condado Plaza Hotel
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
฿10,904
฿14,524 total
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (1,837 reviews)
"Amazing staff and service. Defineitly an adult sexy upscale vibe. Outdoor pool was very nice and the vibe was great. Couldn't be happier with my stay here. Beach is a bit rough, but that is this part of the island."

Reviewed on 15 Aug 2026

Condado Vanderbilt Hotel
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

301 Hwy 693 Vega Alta
Fully refundableReserve now, pay when you stay
฿4,152
฿5,971 total
1 Sept - 2 Sept
includes taxes & fees
Hyatt Vacation Club at Hacienda del Mar, Dorado
See all 1,507 properties in Cabo Caribe
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.

What to do in Cabo Caribe

Puerto Rico: The Beast Zipline at Toro Verde Adventure Park

Puerto Rico: The Beast Zipline at Toro Verde Adventure Park

฿2,214
per adult
90% of travellers recommend
Puerto Rico: The Beast Zipline at Toro Verde Adventure Park
Puerto Rico: Toro Verde Adventure Park Zipline Bike Ticket

Puerto Rico: Toro Verde Adventure Park Zipline Bike Ticket

฿1,845
per adult
80% of travellers recommend
Puerto Rico: Toro Verde Adventure Park Zipline Bike Ticket
Swim through the Arenales Caves Canyon

Explore Cuevas Charco Azul, Arenas and Playa de Aguas Cristalinas

฿3,280
per adult
Explore Cuevas Charco Azul, Arenas and Playa de Aguas Cristalinas
See all activities in Cabo Caribe

Frequently asked questions

How much does a Cabo Caribe holiday package cost?
Offering excellent value package deals from ฿25,846 on Expedia, you'll be surprised at how little a holiday to Cabo Caribe costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Cabo Caribe?
You can usually find lower rates and greater availability in August, September and October. Check out our cheap Cabo Caribe holiday packages and you could score some excellent off-season deals.
How many days is enough for Cabo Caribe?
With a well-organised schedule, you can easily hit the main Cabo Caribe sights in a few days. But if you'd like to discover hidden spots or go on day tours, consider booking your Cabo Caribe holiday for longer.
How to find the best Cabo Caribe package deals?
Use Expedia's filter tool to find some tempting Cabo Caribe package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Cabo Caribe package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Cabo Caribe holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging accommodation and flights individually. Better still, you can personalise your Cabo Caribe trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cabo Caribe?
If you're considering a spontaneous Cabo Caribe trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Cabo Caribe?
  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Cabo Caribe.
  2. Set a budget: Consider expenses such as flights, food and transportation when calculating how much to set aside for your trip to Cabo Caribe. Then, pick a property that suits your budget, whether that's an affordable option or a deluxe retreat.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to get to in Cabo Caribe. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Cabo Caribe holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.