Gay Key West House Party

2017 key west house party theme full moon masquerade

A Gay VIP Party in Key West

Physical Challenge:

You’re invited to sunny Key West for a Party! This Gay Key West house party will have all the frills: live entertainment, VIP hosted bar and scrumptious hors d’oeuvres at one of Key West hot spots!

We’ve created a special package for guests who want to see more of Key West! See the Pre-Party Weekend Tab for Activities and Pricing.

  • Date: Sunday, December 3rd, 2017
  • Time:  6-10pm
  • Location: The Blue Macaw, 804 Whitehead St. Key West, FL
  • Beneficiary: The Key West Wildlife Center
  • Temperature: Key West temperatures in December averages between 76 and 62 degrees Fahrenheit.

Pre Party Weekend

Arrive a few days before the party and take in what Key West has to offer!

 2017  November 30 to December 4

November 30: Gay Key West!

drag show on the HE Travel gay key west adventure tour

Once you arrive in Key West you can explore any number of its beautiful sites. Head downtown to Bourbon street and enjoy music, cocktails, shopping, and more. Learn all about Key West’s rich history on a trolley ride through town, or slip into your bathing suit and relax at the beach or pool. Tonight we’ll dine together at one of Key West’s best restaurants (it’s so hard to choose!), and we’ll take in a drag show at one of the many gay hot spots in town.


December 1: Gay Key West and Paddle Boarding

cute paddleboarder on the HE Travel gay key west adventure tour

We’ll enjoy getting out on the water today with a gay, back-country paddleboarding tour. This is a workout, and we’ll be sure to pack plenty of snacks and fresh water.

We’ll have a casual lunch together today, and take the afternoon and evening to explore this unique, colorful, gay-friendly town. We have some great suggestions for touristy sights worth seeing, and we’ll give you the 411 on the hottest gay destinations for visitors and locals alike.


December 2: Watersports

parasailing on the HE Travel gay key west adventure tour

We will spend today playing in the water! Take an all-day watersport cruise and experience the thrill of jet skiing, take in breathtaking views while parasailing, snorkel at the coral reef, and sunbathe on the deck of the catamaran. Breakfast, lunch, and drinks are included during the tour. Bring your sunscreen, towel, and waterproof camera!


December 3: Bare it All Weekend & HE Travel’s House Party

handsome nude trio on the HE Travel gay key west adventure tour

The party is on today! For our male guests, you will receive day passes to the Island House, world famous gay men’s resort, for their famous clothing-optional Bone Island Bare it All Weekend Pool Party and festivities. Lunch is on your own today; many will choose to dine in at Island House’s full-service restaurant and bar.

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After the party, take a short disco nap or just rinse and repeat before meeting with the group for a farewell dinner.


December 4: Departure
We love having visitors in our town! We hate to say goodbye! But today is the day….Unless you stay just one more day. See the After Party tab for more info about a trip to Dry Tortugas National Park!


If you have even more time to spend in sunny Florida, arrive early for the Gay Key West & Florida Keys Adventure Tour.

After Party

Stay another day and fly to Dry Tortugas National Park and Fort Jefferson!

 2017  December 4 to 5

December 4: Excursion to the Dry Tortugas

aerial view of the dry tortugas on the HE Travel gay key west adventure tour –

In the morning, we will provide a transfer to board a seaplane flight (40 minutes duration) out to Dry Tortugas National Park (70 miles west of Key West). We will spend the day snorkeling the pristine, crystal clear water; exploring 19th-century Fort Jefferson; and sunning on the beach. Boxed lunch and snacks will be provided.

zach moses at fort jefferson on the HE Travel gay key west adventure tour

We will return to our hotel in the afternoon and enjoy an afternoon at leisure. Enjoy dinner together at another of Key West’s intimate local restaurants, before retiring (or not!) for the evening.


December 5: Departure

Breakfast is at your leisure this morning, with many convenient flights departing throughout the day. 

Key West House Party

December 3, 2017

Advance Ticket Purchase 

Join us for an evening of live music, hors d’oeuvres, and friendly local Key West hospitality

$75 Ticket includes open bar during the party. Proceeds benefit the Key West Wildlife Center!

Please note that a party ticket is complimentary for any guest who arrives early and takes advantage of our special Pre-Party Package!

Arrive Early for the Key West Pre-Party Weekend

November 30 to December 4, 2017

$2298 per person per person in a shared room (we’re happy to pair you with a roommate, if available)
$3048 for a single person in a private room with private bathroom

Price Includes: Accommodations for 4 nights in Key West; Most meals (4 breakfasts, 2 lunch, 2 dinners); Key West walking tour; Half-day paddle boarding; Full-day watersport cruise; Day Pass to Island House Bone Island Bare it All Party (for men); one VIP Ticket to the House Party. HE Travel provides complimentary Medical & Evacuation Insurance for every US Resident on our group tours who does not have other coverage.

Not Included: 1 lunch, 1 dinner, drinks with meals, personal expenses, gratuities for guide(s) and HE Travel host.

Arrive Really Early

November 25 to December 4, 2017

Bike, snorkel, and party your way from Miami through the Florida Keys, with your final destination in mind, Key West! Click to see our South Beach to Key West Adventure Package, starting at $4698.

Say you Won’t Go!  Stay for the After Party and Visit the Dry Tortugas!

December 4 to 5, 2017

$700 per person per person in a shared room (we’re happy to pair you with a roommate, if available)

$890 for a single person in a private room with private bathroom

Price Includes: All meals (1 sack lunch, 1 dinner, 1 breakfast before departure); Accommodations for 1 night in Key West; Half-Day excursion by seaplane to/from Dry Tortugas National Park; entry cost at National Park.

Not Included: Alcoholic drinks with meals or personal expenses, gratuities for guide(s) and HE Travel host.


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If you would like a customized experience please contact the office at or call 866-294-8174.

Most of our trips draw more single travelers than couples. When couples do join us, it’s usually because they’re looking forward to interacting with a gay group; if they wanted a holiday by themselves, they wouldn’t have signed up to travel with us. Furthermore, the activities included with our trips serve as natural ice-breakers. Within a day, you’ll be traveling with friends. You don’t need to pay the single supplement if you’re traveling alone. We’ll be happy to match you with a roommate. Pay the single supplement only if you want a bedroom to yourself..

For selected trips, including cruises, we will charge half the single supplement if you request a roommate but we can’t match you with someone.

This tour starts in Key West and ends in Key West.

Physical Challenge Level 2

Traveling in Key West requires walking on uneven pavement and in a warm humid climate. Those going for the long weekend will be doing some activities on the water participants should know how to swim and be comfortable with basic paddle boarding.

Physical Challenge Level 1

Traveling in Key West requires walking on uneven pavement and in a warm humid climate. Snorkeling is offered at the Dry Tortugas, participants should know how to swim.

For answers to your additional questions, please email or call 305-294-8174

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