Thursday Afternoon

Poolside Lounging & Fun in the Sun!

If you're arriving early, get a head start on your tan at one of the the pools!  The libations will be flowing as you get your Key West Groove On!

Thursday Evening

Duval Pub Crawl Scavenger Hunt (Optional)

The "Best of the Bars" is a whirlwind adventure set around Key West's most notorious nightlife. This exciting "Duval Crawl" mixes the fun of a Bar Crawl with the excitement of a Scavenger Hunt. But, this is not your usual scavenger hunt. There is no collecting of obscure or mundane objects here. In this version, you will need to follow the creative clues and solve the riddles while you explore and experience the uninhibited side of Key West like never before. Earn the most points for your team and the reward is yours. Of course there are bonus opportunities and mystery locations to discover as well so don't get left behind.  Hunt includes the Southernmost Scavenger Hunt map featuring 2 for 1-drink coupons and discounts that can be used at participating bars at any time during your Key West trip.  (Drinks and tips are not included in the price.)
Price:  $20.00 per person (10 people minimum needed) [Details to be announced]

Duval Pub Crawl

Already know the lay of the land?  Don't need no stinkin' organized tour?  Grab some mates and head down Duval on your own Pub Crawl!  So many bars...so little time!  We'll try to coordinate a time and place to hook up with the Scavenger Hunt Crawlers to compare bar bills!

Friday Afternoon

Need to Get Your Bearings...How About a Conch Train or Old Town Trolley Tour? (Optional)

For over 25 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best of Key West. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment.  Their friendly conductors narrate the tour with a fascinating and fun mix of trivia and humorous stories.  The Trolley Tour includes hop-on/hop-off privileges at at 12 stops.  The narrated tour lasts about 1.5 hours.  The Conch Train tour includes two quick stops during the 90 minute narrated tour.

Price: Trolley Tour or Conch Train - $29.00  per person not including taxes or tip ($26.10 if purchased in advance online .  Packages are also available to add tours at a reduced price - including the Aquarium, Ernest Hemingway Home, Shipwreck Museum, and other local attractions.)

More Poolside Lounging & Fun in the Sun!

Now it's definitely time to decompress!  Kick off your shoes, put on your swimsuit, grab your floatie, and hang out at one of the FOUR pools at Simonton Court!  Please, no glass bottles near the pools - be sure to pick up some plastic cups or stick to canned cold libations.  

Sailing / Snorkeling Charter on Jolly II Rover (Optional)

Join us on a five-hour private charter on the 80' square rigged topsail schooner Jolly II Rover.  This is a "bring your own" charter - they have plenty of room and ice to store the snacks and swizzles we bring from shore.  Trip departs from The Bight at 10:00 a.m. and returns at 3:00 p.m., providing a few hours to rest and restock before the sunset sail at 6:00 p.m.  [Note: pending confirmation.  Attendees should see http://www.jammerbabe.com/flotilla/viewtopic.php?f=217&t=15240]

Jammerfest Party & Sunset Charter on Jolly II Rover

Join us on a three-hour private sunset cruise on the 80' square rigged topsail schooner Jolly II Rover!  This is a "bring your own" charter - they have plenty of room and ice to store the snacks and swizzles we bring from shore.

Tickets for this event are SOLD OUT!

Saturday Afternoon

Dry Tortugas Day Trip on Sunny Days Fast Cat (Optional)

Board the Fast Cat II by 7:30 a.m. - boat departs at 8:00 a.m. from the Historic Seaport at the foot of Greene & Elizabeth Streets.  Trip returns around 5:00 p.m. 

Price: $145 adults / $135 seniors (Tickets to be purchased individually online or in Key West - advance purchase recommended.)

Poolside Jammerfest Jeopardy!

For years Miss Dellie has been working on our own version of Jeopardy, full of Windjammer trivia only Seasoned Old Salts could appreciate.  Pull out your Barefoot Pirate books and study the colorful history of Captain Burke and the entire Windjammer family so you can be ready with the right question! 

Saturday Evening

Sunset Snacks & Swizzles at "The Top" Rooftop Bar

The view from the "The Top" of the Crowne Plaza La Concha Hotel is supposed to be awesome!  What a perfect place for happy hour snacks & swizzles!

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Party the rest of the night away!  How about the Drag Show at Aqua Nightclub?  Have you made it to Margaritaville yet?  Wave to jealous friends from the webcam at Hog's Breath Saloon!  Don't forget - the pools at Simonton Court never close! 

Sunday Afternoon

Even More Poolside Lounging & Fun in the Sun!

For the lucky ones not heading home yet...