Need expert help?

Piper Fenton   Meet Piper, one of our travel experts for Puerto Rico.


Piper is the founder of honeymoon specialty travel company Remarkable Honeymoons, and an award-winning agent with almost 30 years experience. She's a Virtuoso agent, and winner of WeddingWire's Couples Choice awards every year from 2014-2022. She is well versed in international travel after having visited dozens of countries in her career, and also through her studies abroad living in both Mexico and France. From the Orient Express, to tenting in Nepal, to flying the Concord, she's had many wonderful travel experiences.

Puerto Rico Vacation Packages and Specials

Explore > Puerto Rico Vacations

To receive emails of new travel specials for your favorite destinations, click here.

With air 4 nights from 1,065 per person
Caribe Hilton
Hotel: Caribe Hilton.

Transfer Policy - A price may display when children stay free, if your vacation includes transfer to your hotel.
General Information - Room taxes and service fees are included in vacation price. Minimum night stay restrictions may apply. Reservation changes may not be permitted unless authorized by the hotel.
European Plan with air 3 nights from 1,226 per person
Fairmont El San Juan Hotel
Hotel: Fairmont El San Juan Hotel.

Transfer Policy - A price may display when children stay free, if your vacation includes transfer to your hotel.
General Information - Room taxes and service fees are included in vacation price. Minimum night stay restrictions may apply. Reservation changes may not be permitted unless authorized by the hotel.
With air 3 nights from 970 per person
San Juan Marriott Resort & Stellaris Casino
Hotel: San Juan Marriott Resort & Stellaris Casino.

Transfer Policy - A price may display when children stay free, if your vacation includes transfer to your hotel.
General Information - Room taxes and service fees are included in vacation price. Minimum night stay restrictions may apply. Reservation changes may not be permitted unless authorized by the hotel.
Fairmont El San Juan Hotel 5 nights from 1,797 per person
Fairmont El San Juan Hotel
Hotel: Fairmont El San Juan Hotel.

Price includes hotel stay and all taxes and fees.
The St Regis Bahia Beach Puerto Rico 5 nights from 4,491 per person
St. Regis Bahia Beach Resort
Hotel: St. Regis Bahia Beach Resort.

Price includes hotel stay and all taxes and fees.
Sheraton Old San Juan Hotel 5 nights from 969 per person
Sheraton Old San Juan Hotel & Casino
Hotel: Sheraton Old San Juan Hotel & Casino.

Price includes hotel stay and all taxes and fees.
Hotel El Convento 5 nights from 1,309 per person
Hotel El Convento
Hotel: Hotel El Convento.

Price includes hotel stay and all taxes and fees.
Sheraton Puerto Rico Hotel & Casino 5 nights from 1,379 per person
Sheraton Puerto Rico Hotel & Casino
Hotel: Sheraton Puerto Rico Hotel & Casino.

Price includes hotel stay and all taxes and fees.
Fairmont El San Juan Hotel 5 nights from 1,556 per person
Fairmont El San Juan Hotel
Hotel: Fairmont El San Juan Hotel.

Price includes hotel stay and all taxes and fees.
La Concha Renaissance San Juan Resort 5 nights from 1,709 per person
La Concha, A Renaissance Resort
Hotel: La Concha, A Renaissance Resort.

Price includes hotel stay and all taxes and fees.
Caribe Hilton 5 nights from 1,765 per person
Caribe Hilton
Hotel: Caribe Hilton.

Price includes hotel stay and all taxes and fees.
San Juan Marriott Resort and Stellaris Casino 5 nights from 2,012 per person
San Juan Marriott Resort & Stellaris Casino
Hotel: San Juan Marriott Resort & Stellaris Casino.

Price includes hotel stay and all taxes and fees.
Dorado Beach a Ritz Carlton Reserve 5 nights from 10,005 per person
Dorado Beach, a Ritz-Carlton Reserve
Hotel: Dorado Beach, a Ritz-Carlton Reserve.

Price includes hotel stay and all taxes and fees.
5 nights from 1,249 per person
Wyndham Grand Rio Mar Beach Resort & Spa
Hotel: Wyndham Grand Rio Mar Beach Resort & Spa.

Price includes hotel stay and all taxes and fees.

The Condado Plaza Hilton 5 nights from 805 per person
The Condado Plaza Hilton
Hotel: The Condado Plaza Hilton.

Prices include: Items selected, government taxes and fees and Pleasant Holidays' service fees. Unless specified otherwise, rates are quoted in USD.
Condado Vanderbilt Hotel 5 nights from 1,598 per person
Condado Vanderbilt Hotel
Hotel: Condado Vanderbilt Hotel.

Prices include: Items selected, government taxes and fees and Pleasant Holidays' service fees. Unless specified otherwise, rates are quoted in USD.
San Juan Water Beach Club Hotel 5 nights from 1,448 per person
San Juan Water Beach  Club Hotel
Hotel: San Juan Water Beach Club Hotel.

Airport Transfers - the most valuable way to get you to and from your hotel quickly and comfortably
• Travel Protection - change or cancel your vacation for any reason with no fees plus during travel insurance & more.
Hyatt Regency Grand Reserve Puerto Rico 5 nights from 1,141 per person
Hyatt Regency Grand Reserve Puerto Rico
Hotel: Hyatt Regency Grand Reserve Puerto Rico.

Price includes hotel stay and all taxes and fees.

Hyatt Regency Grand Reserve Puerto Rico 5 nights from 869 per person
Hyatt Regency Grand Reserve Puerto Rico
Hotel: Hyatt Regency Grand Reserve Puerto Rico.

Prices include: Items selected, government taxes and fees and Pleasant Holidays' service fees. Unless specified otherwise, rates are quoted in USD.
5 nights from 2,072 per person
Hyatt Regency Grand Reserve Puerto Rico
Hotel: Hyatt Regency Grand Reserve Puerto Rico.

Five nights | Deluxe oceanview guestroom | special rate | daily breakfast | Old San Juan & Shopping Experience | Horseback Riding Countryside | private transfers
Four Points by Sheraton Caguas Real Hotel & Casino 5 nights from 895 per person
Four Points by Sheraton Caguas Real Hotel & Casino
Hotel: Four Points by Sheraton Caguas Real Hotel & Casino.

Housekeeping (on request)
Casino
Restaurant and bar/lounge
Outdoor pool
Breakfast available
24-hour fitness center
Valet parking
Self parking
Waterslide
Room service
Conference center
Business center
El Conquistador Resort 5 nights from 1,320 per person
El Conquistador Resort, A Waldorf Astoria Resort
Hotel: El Conquistador Resort, A Waldorf Astoria Resort.

Housekeeping once per stay
On a private beach
Marina
Golf course
Restaurant and bar/lounge
Full-service spa
4 outdoor pools and lazy river
Free water park
Rooftop terrace
Breakfast available
Free beach shuttle
24-hour fitness center


How we work with you to plan the perfect trip:

  • We'll talk with you to find out what you're looking for, what you like/don't like, etc.
  • We'll use our first-hand knowledge of the destination to pick out a handful of resorts we think you'd like
  • We'll create a custom mini website for you, with photos, videos, maps, etc. of the resorts we are recommending
  • We'll follow up with you to help you make your decision
  • We'll go to work with our suppliers to get you the best deal available on what you've decided on.
X

abc

xyz

X

abc

xyz