Trip Operator:

Join us on this fun-filled weekend vacation in Ft. Lauderdale. With incredible amenities and the best relaxing areas, and services that exceeds any expectation you may have.

Pineapple Point in Ft. Lauderdale combines luxurious South Florida charm and splendor with unmatched care and service for its gay male clientele. Since 1999, this approach has influenced every aspect of the Pineapple Point guest experience, thanks to owners and founders Judd Chapman and Phil Quattrone, who are truly hands on.

Their careers in the airline and advertising industries took them all over the world. During this time, they searched for the perfect place to stay. They ultimately found it in a 1930s old world Florida property, originally designed as a guesthouse. Judd and Phil’s talent is well known for building and restoring unique architecture. Their zeal and luxury minded approach played a key role in returning this gated tropical paradise to its original charm and splendor.

Since 1999, Pineapple Point has grown in size, accommodations and popularity, always with an eye toward an exclusive, luxurious, and unparalleled experience for guests.

With services that draws from traditions of yesteryear, yet exquisite accommodations boast the modern conveniences expected by today’s sophisticated gay traveler. Guests will find High Speed Wireless Internet, voicemail, refrigerators, custom designed robes, TV/DVD’s, and in-room safes standard in all of the rooms. All Suites, Villas and the Cottage are all equipped with Kuerig coffee makers.

Check an incredible video from our Accommodations HERE

There are currently no extensions.

Including the best package in this guesthouse

All Inclusive:

  • 3 Nights Accommodations
  • 3 Breakfast
  • 3 Lunches
  • 3 Dinners
  • All Beverages Including Alcohol
  • Relaxing swimming pools
  • A fully equipped gym
  • Fun whirlpools
  • Common Rooms
  • The Fabulous Tropical Gardens

Enjoy this weekend full of amenities and fun throughout…

4 Dinners – F / SA / SU / M

3 Lunches – SA / SU / M

4 Continental Breakfast – SA / SU / M / T


Bookings for the Pineapple Point Weekend 2025 starts at TBD double occupancy per person and TBD single supplement. Please contact us directly at [email protected] or (+1)713.661.2117 for real-time availability of spaces and for reservations – the latter of which can be completed via our online reservations form here.

As of January 1, 2024, all our Exclusive Trips are quoted as a discounted cash rate. Credit card payments will incur a service charge of approximately 4%.

Travel the Globe We can’t say enough great things about Concierge Travel. We’ve traveled the globe with you every year (sometimes 2x a year) for the past 10 years. Your attention to detail from the 1st phone call to gather trip info all the way to debarkation is superb. The Boyz of Concierge Travel are always friendly and accommodating in every situation. We look forward to booking our next trip with you.

Mike Annis and John Hall

Mike Annis and John Hall