Ultimate Guide to Happy Hours in the Florida Keys
We have been full-time RVers since 2018. Our first adventure was a 4-5 month stay in the Florida Keys, which later turned into a two-year visit. We now go back every year for several months, and one of our favorite things to do in our downtime is try all the fantastic restaurants the Florida Keys offers. We do our best to save money while traveling full-time, so we often seek happy hours to stay within our budget goals.
Prices for goods and services at restaurants and businesses in the Florida Keys are generally higher compared to other areas. However, we've discovered that happy hours are a great way to enjoy the Keys' culinary scene without straining your wallet.
This season, we were in Islamorada, tried many great restaurants, and hit many happy hours, so we are going over some today. Now, without further ado, here are our top favorite Happy Hours in the Florida Keys, from Key West to Key Largo. We've also included other happy hours in the area.
key largo Happy Hour
Skipper Dockside
Happy Hour Monday-Friday
Drinks
$2.50 DOMESTIC BOTTLES
$2.50 DOMESTIC DRAFT
$5 IMPORT/CRAFT DRAFT
$4 ONE LIQUOR WELL
$6 GLASS HOUSE WINE
Food
$9 COCONUT SHIRMP
$9 MINI MOJO PORK NACHOS
$5 CHIPS & SALSA
$9 CHEESE STEAK FLATBREAD
$9 MINI MOJO PORK NACHOS
$5 CHIPS & SALSA
$9 CHEESE STEAK FLATBREAD
$7 QUESO DIP & CHIPS 7
$9 ISLAND HOT CHICKEN SLIDERS
$9 BACON CHEESEBURGER SLIDERS
$7 FRIED PICKLE CHIPS WITH RANCH
$1.00 off House Wines
1/2 Priced Well Drinks
$3.00 Domestic Drafts
$4.00 Import Drafts
$1.00 off Domestic Bottled Beers
Coconut Shrimp $11.25. Conch Fritters $10.5. Mozzarella 10.5
Mini Burgers $7.50. Chicken Fingers $6.75.
8 Wings $11, 16 Wings $21.25
1/2lb Peel and Eat Shrimp $11, 1lb Peel and Eat Shrimp $21.25
10" One Topping Pizza $7.50
Fun little hole in the wall place-You have to try the coconut onion rings!
Pilot house Rum Punch $6.50
Drafts $3.00
Domestic Beer $1.00 off
House Wine $5
Well Drinks $4
Call Drinks $6.25
islamorada Happy Hour
#1 The Sunset Lounge above the Square Grouper
The Sunset Lounge above the Square Grouper is one of our favorite spots for happy hour in Islamorada. The stunning sunset views and the relaxed atmosphere make it a perfect place to unwind after a day of exploring the Keys.
They offer a great selection of crafted cocktails, local beer, and wine, and during happy hour, all alcoholic beverages are 20 Percent off.
They also have $5 medium select stone crab claws and $2 oysters from various regions. The rest of the menu is small plates, and the pricing is pretty, but it's worth it!
They don't take reservations upstairs or down; happy hour starts at 4:20 and ends at 6 p.m. We have a video of one of our visits on our Facebook group and page, which I will link at the bottom.
Also, if you can't get a table at the Sunset Lounge, you can sit on the couches family-style and still get full service.
#2 Kaiyo Grill
Kaiyo has always been one of our favorites. They just returned happy hour, and it's even better. They tweaked that menu a bit and added some more affordable items. We were highly impressed with their weekly happy hour portions, taste, and price point.
Happy Hour 5-6 Tues-Thursday
$4 8oz Sake Hot/Cold
$3.50 Draft, Sapporo/Kirin
$7 Wines on Tap
$3 Bottle, Craft/Domestic
$4 Edamame (not you average-we really liked the flavor)
$5 Candied Brussel Sprouts
$5.50 Dumplings Steamed/Fried
$6 Korean Crispy Chicken Bao Bun
$8.50 California Roll
$8.00 Spicy Tuna Roll
$9.00 Shrimp Tempura Roll
$8.00 Macadamia Hogfish Roll
$9.50 Hot Girl Roll
We went to H.H. several times and tried everything the happy hour menu offers- such a great deal for excellent quality food.
The rolls were a decent size for happy hour, and the California Roll at real crab. Regular price rolls are between $17-$22
*Try the Tiradito Roll-hamachi, goat cheese, green apple, cucumber, cilantro pesto, jalapeño, sriracha, and volcano salt with truffle ponzu
The Tiradito Roll is one of my favorite rolls. Surprisingly, I never thought I would like goat cheese in my sushi, but you can only knock it once you try it!
Other Specials and Offerings
Half Price Bottles of Wine Thursdays
Ribeye Tuesdays $38 16oz Prime Ribeye Steak with truffle mashed potatoes and vegetable Du Jour
#3 M.E.A.T. Eatery and Taproom
This award-winning spot is recognized for serving the best burger in Florida. In addition to this prestigious accolade, the restaurant has also been featured on Guy Fieri's popular show "Diners, Drive-Ins, and Dives."
Grab a 1/4 pound burger for $5 of Wimpy Wednesdays
(check out their Facebook for weekly specials)
Good for Cocktails and Views
Rooftop Sand Bar Above What Harbor
We like to Come for the view and the amazing drink specials!
Happy Hour 4-7 and all day from open to close on Fridays.
All you can drink bottomless mimosas and champagne all day every day
Deals on Food During Happy Hour
Oceanside Safari (temporarily closed, so check before going)
Wed-Frid HH Half Price Bevs and Bites
$1 wings
Lorelei's Restaurant and Cabana Waterfront Dining
Overall, the drinks are inexpensive aside from happy hour specials, and this spot is popular with tourists. We like to come for drinks and catch live music while enjoying the fantastic sunset view.
Sundays $3 Bloody Marys, Screwdrivers, and Mimosas
Happy Hour Everyday from 4-6
$1.50 Domestic Draft Beer
$3.00 Draft Craft Beer
$3.00 Well Brand Cocktails
$1.00 Off Bottle Beer
$1.00 Off House Glass Wines
$8.00 Keylime Colada's are a favorite!
Marathon
#1 Florida Steak And Lobster House
This is our favorite restaurant in Marathon, and we've eaten here at least 20 times, if not more. The Happy Hour and Early Bird Specials are great, and the food is outstanding overall!
Happy Hour is Daily from 11:30-6
Draft Beer
Bud Light 3.00
Iguana Bait – Kolsch 4.50
Stella Artois – Pale Lager 3.50
Spearfish – Amber Ale 4.50
Funky Buddha Hop Gun – IPA 4.50
Featured Stout or Porter 5.00
Domestic 3.00
Import/Craft 4.50
Sailfish Sunrise City – IPA 4.50
Crazy Lady – Blond Ale 4.50
Blue Moon 4.50
O'Douls Non Alcohol 3.75
Becks Non Alcohol 3.75
Omission Lager – Gluten Free 3.75
Heineken Non Alcohol 3.75
Ciders
Stella Apple Cider Gluten Free 4.00
3 Daughters Key Lime Cider 4.00
Wines
Canyon Road – Cabernet, Merlot, Chardonnay, Pinot Grigio, White Zinfandel
$5 Glass / $12 Half Carafe / $20 Full Carafe
Angeline Sauvignon Blanc 6.00
Moulin De Gassac Rose 6.00
Monte Degli Angeli Pinot Noir 6.00
All Well Drinks 5.00
Happy Hour Bites At $5.95
6 Chicken Wings
Mozzarella Sticks
Spinach Artichoke Dip
Happy Hour Bites At $6.95
Buffalo Shrimp
Potato Skins
Happy Hour Bites At $7.95
1/2 Pound Peel & Eat Shrimp
Calamari with Mango Sauce
Shrimp and Crab Ball
Prime Rib Kabobs
Tuna Tataki
JB Salmon Roll
**Also, they have the BEST Lobster Bisque in all the Keys. I'm up for the challenge if someone suggests something different, but I have tried many, and this still ranks #1 for us!
#2 Keys Fisheries Upstairs
Happy Hour 4-7
Now, on to one of our favorite things in the Florida Keys, Stone Crab Season:
During stone crab season in the Florida Keys, typically from October 15th to May 15th, locals and visitors eagerly anticipate enjoying this sought-after Florida delicacy. This is one of our favorite spots to partake and enjoy fresh stone crab right off the boat, with an incredible view and a fun atmosphere. Drinks are reasonable here for the area, but they also have a great happy hour with a few raw bar appetizers and drink specials.
All Day Raw Bar
$20 for five medium claws
$15 per claw Jumbo
Stone Crab Chowder $8
Oysters $23 dozen $17 Half
$1 off Beers, House Liquors, and Barefoot Wine
$6 Bar Appetizers
Conch Ceviche
Crab And Spinach Dip
Smoked Fish Dip
Tuna Sashimi
1/4 Pound Peel and Eats-cold
#3 Sparky's Landing
VOTED The Best Happy Hour! (Year, after year, after year…)
Buffalo Wings & Peel and Eat Shrimp — Priced per each. $0.45
- $1 off well drinks, all beer, house wine & RTDs
- 4 to 6pm Daily
The have select wine bottles that are half off on Wednesdays and live music on most nights.
#4 S.S. Wreck and Galley Grill
Monday – Friday 3-5
$8 – Special Menu
$1 OFF – Bottle & Draft Beers
$1 OFF – House Wine
$1 OFF – Well Drinks
$1 OFF – Seltzers
Big A$$ Prime Rib Every Friday
Really Great Tuna Nachos and the BEST Key Lime Pie in the Florida Keys!
#4 Key Colony Inn
Daily Happy Hour 3-5
We love the $5 espresso Martini’s
They have a special happy hour menu with discounts on drinks and small plates.
Dockside Boot Key Harbor
It's an enjoyable atmosphere and live music daily. Be sure to try the Homemade pizza rolls—they're not something I typically eat, but they're worth the cheat!
Happy Hour is from 3-7 daily
Lots of food specials from Prime Rib to Seafood Boils
Sunset Grill
The happy hour is the only thing we come here for, we just feel like they are so many better places to grab dinner with a view. I will say, if you have small children, they may love this place. They have a public swimming pool and it draws in a lot of familes.
Happy Hour 3-6 daily
$2.50 domestic beers
drink specials around $6 and $7
$19.95 "the Titanic" a drinnk for 2 that is served in a giant 48oz fish bowl.
Cudjoe
My New Joint-Above Square Grouper
From 4:20 to 6:30, indulge in $5 Stone Crab Claws and $2 Blue Point Oysters and take 20% off our Handcrafted Cocktails, Craft Beer, and Hand-Selected Wine. Keep the good times rolling! Check Facebook; in addition to the hh, they have lots of other food specials and live music!
The Bent Prop Bar and Grill
Happy Hour 3-5 Daily
Happy Food Items range from $5-$15
Drink Specials $7-$9
Buffalo Brussels
Salad & Crab Soup (red or white)
Chicken Wings
Margarita Flatbread
Meatball Flatbread
Mushroom Fritters
Crazy Lady Cheese Fries
Spinach Artichoke Dip
Quesadilla (chicken, shrimp, veggie)
Beer Battered Shrimp
Ahi Tuna
Handmade Onion Rings
Red or White of the Week
Red or White Sangria
Mimosa (strawberry, mango, passionfruit, raspberry puree)
~ BUCKETS ~
Bud Light, Yuengling, Highnoon, Modelo, Natural Light
~ WELL DRINKS ~
Vodka, Bourbon, Gin, Tequila, Rum (silver or spiced)
~ COCKTAILS ~
Baby Buffalo Mule - bourbon, lime, ginger beer
Sailor’s Delight - strawberry gin, lemon, berries, lemonade
Cast Off - vanilla vodka, pineapple, cream soda
Mojito - rum, mint, lime, simple syrup, club soda
Paloma - tequila, lime, grapefruit soda
Green Flash - coconut rum, melon, pineapple juice
Turbo Prop - coffee rum, Irish coffee, cold brew
Goombay Smash - coconut & mango rum, OJ, pineapple juice, ginger ale, rum floater
Fuzzy Starfish - strawberry gin, elderflower, champagne, pineapple juice
Keys Breeze - grapefruit vodka, pineapple & cranberry juice
key west Happy Hour
#1 The Boat House Bar and Grill- This is our favorite happy in the Keys!
The boat house doesn't have a current menu online, but all the small plates are half off. There are about 18 different options, ranging from peel and eats to baby lamb chops. My favorite thing to get is the lobster tempura. 4-6:30 pm Daily with Half-off well drinks, house wine, draft beer, and off small plates.
#2 Martins-A local favorite-4pm–6pm daily and features a half-off Signature Martinis, well drinks, and tapas along with a discounted selection of wines by the glass.
#3Thirsty Mermaid- This is one of our favorite restaurants in Key West, which is no suprise since it's the same owners as our #1 dinner spot in Key West; see our blog Post LITTLE PEARL-CULINARY DELIGHT IN KEY WESTThe Thirsty Mermaid features Fresh Local Seafood, a selection of Oysters from East & West Coasts rotating daily
Happy Hour4-6 pm Daily-$3 Mermaid Lager $8 small plates
#4 Kaya island eats-Trip advisor has named them a top restaurant in the United States for "Best Hidden Gem Restauarants"-Island Inspired Fare
Popular Dishes-Fish Tacos, Jerk Chicken Wings and Coconut Shrimp
Happy Hour: 4-6 Daily with half-off small plates Half off drafts, wells, and wines
Other Popular Spots
Alonzo's Oyster Bar: 4-6 Daily Warm Crab and Shrimp Dip $11
Peel & Eat Shrimp • 1/2 lb $10 • 1 lb $18 Shrimp Flat Bread Pizza $12
Fried Fish Bites $9 Conch Fritters $9 Bang Bang Shrimp Tacos $9
Crispy Onion Rings $7 Buffalo Shrimp • 9 Loaded Pub Fries • 7
Mussels Diablo • 12 Smoked Fish Dip $9 Fried Calamari
$11 Tex Mex Rolls $8 Baked Oysters Combo
$13 Soft Pretzel with Beer Cheese
$7 Beer Steamed Clams $9Chicken Wings $11 Raw Oyster of the Day $3
Santiago’s Bodega-We have one of these back home and Orlando and so we were happy to see it down in Key West haswell! Great authentic Spanish Tapas and we love the Sangria. 3-6 pm Daily half-off beer, wine, and sangria by the glass
$10 off sangria pitchers or wine bottles $6 tapas specials
Sarabeth’s: 5:30-6:30 Tues-Sat Half off all wines by the glass Half of smaller plates.
The Roost: This is where I tried caviar for the first time, and now I'm hooked! The cocktails are amazing here so we recommended stopping in for a drink! Happy Hour 12-6pm Daily $8 tap drink of the day, $10 Stoli martinis & cosmos, beer and wine specials $6 deviled eggs, 1/2 price caviar
the cafe, key west: 4-6 Daily
Vegan Happy Hour-Vegan Vegetarian and some pescatarian dishes here with a great happy hour.
Wines by the glass half-off
Bottle and Drafts half-off
Select appetizer specials are half-off
As full-time travelers, we understand the value of finding budget-friendly yet fantastic dining options, and the Florida Keys have proven to be a treasure trove in this regard. Whether you're in Key West, Key Largo, or Islamorada, there's always a great happy hour waiting for you. We will continue to update with a blog post to keep it current and add more happy spots in the Florida Keys!
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