Search 12 Boston to Puerto Rico Resort Vacation Deals and 16 Resorts

At CheapCaribbean.com, we’ve created 12 custom vacation packages for 16 different resorts in Puerto Rico. Each “Flight + Hotel” package is priced per person. Each “Hotel Only” package is priced per night. Make sure to use the filters to find the perfect Puerto Rico resort deal for you!
× Amenities
× Class
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HOTEL ONLY
Residences at Dorado Beach Ritz-Carlton Reserve Dorado
1 Deal Available!
From $8,530 to $8,530* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Caribe Hilton - European Plan San Juan
1 Deal Available!
From $560 to $560* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Sheraton Puerto Rico Hotel and Casino San Juan
1 Deal Available!
From $510 to $510* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Condado Ocean Club - Adults Only San Juan
1 Deal Available!
From $420 to $420* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
DoubleTree by Hilton San Juan San Juan
1 Deal Available!
From $397 to $397* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Courtyard by Marriott San Juan Miramar San Juan
1 Deal Available!
From $396 to $396* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Embassy Suites by Hilton San Juan Hotel & Casino Carolina
1 Deal Available!
From $381 to $381* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
The Condado Plaza Hilton San Juan
1 Deal Available!
From $370 to $370* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Embassy Suites by Hilton Dorado del Mar Beach Resort Dorado
1 Deal Available!
From $363 to $363* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Verdanza Hotel Carolina
Verdanza Hotel
Carolina
1 Deal Available!
From $347 to $347* /person
3 to 3 Day Trips - Jul to Oct

Top Puerto Rico Destination: San Juan Resort Packages from Boston

Dreaming of a magical getaway from Boston to San Juan? On CheapCaribbean.com we currently have 0 varied package options to cater to your desires, be it escapes. Each of our curated deals is priced per person and envelops both your flight and hotel expenses, so revel in luxurious hospitality, while enjoying sought-after amenities like a . With an average spend of $414, your dream vacation to Puerto Rico is just a click away. Let us turn your vacation dreams into reality with a 3-day trip to San Juan.*

HOTEL ONLY
Holiday Inn Express SAN JUAN CONDADO San Juan
1 Deal Available!
From $244 to $244* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
The Condado Plaza Hilton San Juan
1 Deal Available!
From $370 to $370* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Courtyard by Marriott San Juan Miramar San Juan
1 Deal Available!
From $396 to $396* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
DoubleTree by Hilton San Juan San Juan
1 Deal Available!
From $397 to $397* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Condado Ocean Club - Adults Only San Juan
1 Deal Available!
From $420 to $420* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Sheraton Puerto Rico Hotel and Casino San Juan
1 Deal Available!
From $510 to $510* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Caribe Hilton - European Plan San Juan
1 Deal Available!
From $560 to $560* /person
3 to 3 Day Trips - Jul to Oct
Olive Boutique Hotel, A Small Luxury Hotel of the World San Juan
Property Location: In the heart of San Juan, Olive Boutique Hotel, A Small Luxury Hotel of the World is within a 5-minute drive of Condado Beach and Puerto Rico Convention Center. This 4-star hotel i...
San Juan Marriott Rst & Stellaris Casino European Plan San Juan
Leave your stress behind and get a needed dose of fun in the sun! Round up the family and head for the beachfront at this resort, where a 90-foot, spiral waterslide delights the kids, while you unwind...
Sheraton Old San Juan Hotel San Juan
The Sheraton Old San Juan Hotel is situated in the heart of historic and romantic old San Juan. We are ideally located on the waterfront, just a few moments from the docking point of grand cruise ship...

Top Puerto Rico Destination: Carolina Resort Packages from Boston

If you’re ready to swap the streets of Boston for the scenic vistas of Carolina, Puerto Rico, CheapCaribbean.com offers a diverse range of 0 current package deals to match your needs that cover themes like . Our 3-day deals factor in both your flight and hotel costs per person, so unleash a world of comfort and convenience for their top-notch amenities like a . Our competitive pricing, ranging an average package cost of , means a trip to Puerto Rico is well within your reach in Carolina.*

HOTEL ONLY
Verdanza Hotel Carolina
Verdanza Hotel
Carolina
1 Deal Available!
From $347 to $347* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Embassy Suites by Hilton San Juan Hotel & Casino Carolina
1 Deal Available!
From $381 to $381* /person
3 to 3 Day Trips - Jul to Oct
The Ritz-Carlton San Juan Carolina
Located on eight acres of pristine beachfront property in Isla Verde and caressed by the warm waters of the Atlantic Ocean, The Ritz-Carlton, San Juan provides guests with an unforgettable escape at o...

Top Puerto Rico Destination: Dorado Resort Packages from Boston

Look no further than CheapCaribbean.com for the perfect 3-day getaway from Boston to the bustling city life of Dorado.

HOTEL ONLY
Embassy Suites by Hilton Dorado del Mar Beach Resort Dorado
1 Deal Available!
From $363 to $363* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Residences at Dorado Beach Ritz-Carlton Reserve Dorado
1 Deal Available!
From $8,530 to $8,530* /person
3 to 3 Day Trips - Jul to Oct

Top Puerto Rico Destination: Manatí Resort Packages from Boston

Unearth the magic of Manatí with our irresistible package deals from Boston, exclusively on CheapCaribbean.com! We offer an array of 0 vacation packages tailored to meet your desires, whether you're seeking a experience. Revel in the comfort of top-rated hotel brands offering exclusive amenities like a . Our flight and hotel package prices range an average cost of . Don't miss the experience of Puerto Rico with a 3-day trip to Manatí from CheapCaribbean.com*

HOTEL ONLY
Hyatt Place Manati Manatí
1 Deal Available!
From $298 to $298* /person
3 to 3 Day Trips - Jul to Oct

Map of Puerto Rico Resorts

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*Current vacation package prices are listed as of 08-29-2024 and are subject to change based on dates, origins and availability.