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

happy hour food

$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

sushi sake islamorada


#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!

Do you want to Find out the latest Florida Keys Happenings New?

Join our Florida Keys Happenings Facebook page. The group is dedicated to the many wonderful food offerings and activities in the Florida Keys. We’re sharing the best happy hours, water views, events, and love for Island Life.

Click here to join: Florida Keys Happy Hour and Happenings