Islamorada's "Windley Key Mile Marker 84 - 86" area Happy Hour times & menus featuring Island Grill, Hog Heaven, and the OV!.   Waterfront dining - many with boat dockage descriptions/photos too!

Are you familiar with the Mile Markers in the Keys??  Key West is Mile Marker (MM) zero.  So, all addresses correspond to Key West at MM-0.  Most happy hours below correspond to Key Largo (MM100's), Tavernier (MM90's), and Islamorada (MM70-80's).  Then you shall see "Bayside" or Ocean side" so you'll know which side of the road to watch!

RESTAURANTS / Happy Hour DESTINATIONS are arranged by "MILE MARKER" LOCATION starting from the north of a portion of Key Largo... then through Tavernier... then on to Islamorada which includes Windley Key, Upper & Lower Matecumbe.

We have found not much changes each year from the 25 years of living here for a couple months at a time.  Below are the top area must do Islamorada restaurants & tiki bars' happy hour spots, menus, and times too.  Want to know about boat dockage at restaurants in Tavernier and southern Key Largo?  We have that too!

MORE RESTAURANTS around Islamorada?  See full listings with photos & dockage info here.

Ocean View from the Sand Bar Restaurant at Whale Harbor - Islamorada, FL

All destinations below are great place to stop via car or bicycle - several have boat dockage and wells/basins will be show below "for reference only" please refer to official charts and your depth finders to be certain your boat is appropriate for dockage with tidal changes daily.

Island Grill - Islamorada - MM85.5 Ocean Side | Updated March 2025:  3-6pm Daily & All Day on Thursday | 50% OFF Well, Frozen, Draft | $4 Bottles | $4 Wine | Apps $2-$8 Wings, Claws, Sushi, & MORE .. latest menu below.

BOAT DOCKAGE

Happy hours at the bar only include drinks, Stone Crab Claws, Wings & More.  Taco Tuesday's are available, along with many great menu items... including full Sushi Bar!  The wings are probably the best in town too!  FYI - the "outside" bar is not always open during the weekday during happy hour.  You may get HH at the inside bar.

Side wall boat dockage is available at the Island Grill - Islamorada at the Snake Creek drawbridge.  Deep water.  If you proceed past the restaurant, you will enter into a small basin which is home to a local marina/gas dock.  There is adequate room & deep water to turn around a boat under 26' without much problem to face back toward the channel for easy departure after happy hour.

Hog Heaven - Islamorada - MM85 Ocean Side | Updated March 2025:   4-7pm Monday to Friday | $3-$5  Beer, $3.50 Well, & Wine at the bar | No "food" on happy hour

BOAT DOCKAGE

Although you might think of "Hog Heaven" as a motorcycle bar, it really is not named for that.  The founder, who also owned Banana Boat Sun Products graduated from Florida State University.  He told me that his college fraternity was called "The Hogs".  He named the bar after his fraternity so they all knew they had a place in come together to visit!

Lively place, with some very good menu items above the usual bar food.  Live bands often perform.  Great place to hang out and watch the boats come in and out.

Deep water basin boat dockage is available at Hog Heaven.

Menu March 2025 for reference

OV (Ocean View) - Islamorada MM 84.5 Bay Side | 4-6pm Monday-Friday | 30% Off Domestic Beer | 40% Off Well Drinks

BOAT DOCKAGE

Located bay side, we've seen a variety of small boats to fairly large center consoles dock here.  It's all about the tide for the deeper draft vessels so watch your charts.  Great place to visit by car too!!

Please keep in mind that as we go from Tourist Season to Local's Season, happy hours may change ... also popular Stone Crab Season opens mid-October and closes end of April.  Prices and menu items shown are for reference only - enjoy!