Summer is one of my favorite times to eat around Key West. Every year, restaurants across the island roll out Key West summer dining specials featuring brunch deals, happy hours, seasonal menus, and limited-time promotions that make it easier to enjoy great food while spending a little less.
Whether you’re a local or visiting the island, these Key West summer dining specials are open to everyone and offer plenty of reasons to try someplace new.
I’ll keep updating this list as restaurants announce more specials throughout the season.
Looking for deals for locals? Check my Key West Local Dining Specials guide instead.
Good to know: Dates and offers can change quickly, and not every restaurant does a great job announcing updates. It’s always worth double-checking before heading out.
Nine One Five
Nine One Five launched its Summer Happy Hour on July 6, upstairs at the Point 5 lounge.
Every day from 5-7 pm and again from 10-11 pm, everything on the happy hour menu is $10: food, handcrafted cocktails, and wines by the glass.
Tuna tacos, pork tostada, and arancini share the list with cocktails like the Disco Tomato and A Touch of Tajin. The full menu is also available 5-11 pm.
October 15th is the last day to enjoy.
Conchiglia
Conchiglia is running a weekly Summer special offer through October 15.
Mondays, a margherita pizza and an Italian margarita for $20, all night.
Tuesdays, the special pasta and a glass of Italian wine for $19.
Wednesdays and Thursdays, 5 to 7 pm, a signature spritz and the chef’s aperitivo bite for $15, with live jazz on Wednesday.
Sundays, three courses and a glass of wine for $49.
Nice specials to check out nightly before the weekend arrives.
The Saint Hotel
Sunday Brunch is on special at The Saint Hotel.
Two hours of small plates and brunch favorites.
This brunch normally runs $55 per person, but you can get it for just $40. Add bottomless mimosas or Bloody Marys for $15 more.
Reservations are recommended. Call 305-294-3200 to reserve your spot.
Cafe Sole
Upon reopening from vacation on October 1st Cafe Sole will have their appetizers at 50% off.
In addition to that, there will be a Prime Rib special available Sunday through Wednesday.
They are open 7 days a week from 5 until 9 pm and these deals are for the month of October.
Roostica
The end of summer specials are back at Roostica for a limited time.
stop by Monday – Friday from 11-4 and dig into some delicious half portion entree’s for lunch.
$10 salads, $12 wraps and sliders, and $14 pastas are all on offer.
Bagatelle
Sunday Brunch is here at Bagatelle!
Stop by every Sunday from 11 am–2 pm for their Beats & Brunch special.
Enjoy bottomless mimosas and Bloody Marys, a rotating chef-inspired small plate menu, and music from some of Key West’s top DJs.
The regular brunch menu is still available from 9 am–4 pm, and the Hangover Happy Hour continues from 9–11 am.
A&B Lobster House
A&B Lobster House has a King Crab special running again, Sunday through Thursday.
A half pound with two sides for $99. Reservations are generally recommended.
Little Pearl
Little Pearl is running an early seating deal this summer that’s hard to beat.
Open Mon–Sat, the restaurant offers three dinner seatings.
Grab the 5 pm seating and enjoy a four-course dinner for $65 per person.
White Tarpon
White Tarpon has made its happy hour better for the summer. Small plates are 50% off during happy hour, daily from 3 to 5:30 pm.
That puts conch fritters and cracked conch at $7.50, chicken wings at $8, and coconut shrimp, smoked fish dip, Caribbean nachos, or the Tarpon mussels at $9. Peel-and-eat shrimp is $8 for a half pound and $14 for a full pound.
Domestics, house wines, and spirits are also 50% off. The featured ceviche and the menu cocktails are excluded from both halves of the deal.
First Flight Restaurant & Brewery
First Flight is jumping into Taco Tuesday this summer with $5 street tacos and $5 margaritas every Tuesday from noon–10 pm.
Three options: classic ground beef with pico, chipotle crema, and cabbage slaw; bang bang fried shrimp with pico, Thai chili slaw, and sriracha aioli; or mojo pork with chimi-rojo relish, pico, and cabbage slaw.
Sides of rice and beans or coleslaw are $5 each.
Sundays from 4–6 pm are Family Sunday Funday: kids eat free, happy hour specials throughout the restaurant for the adults, live music, and activities from local artists and vendors.
Meatloaf is the special on Monday from noon until close.
On Wednesday, enjoy that longer hump day happy hour from noon until 7 pm. Dine in only at any seat.
Onlywood Grill, Onlywood Pizzeria Trattoria, & SM Onlywood
Wine lovers will appreciate this one.
Onlywood has three locations around Key West: the Pizzeria Trattoria on Duval, the Grill on Caroline Street, and SM Onlywood on Simonton.
All three are running the same summer wine special: 50% off bottles priced up to $100, Sun–Thu.
It can’t be combined with other offers, but at half price on a $100 bottle, you probably won’t mind.
Sunset Pier
Great views, drinks, and savings? Count me in.
Wind down your afternoons at Sunset Pier with their Summer Happy Hour.
Take 25% off food and drinks from 4–6 pm at the bar.
Southernmost Beach Cafe
Southernmost Beach Cafe is running a cellar sale on wine through the end of summer, and the discounts vary a lot by bottle but can be up to 50% off.
Limited quantities, and no other discounts apply.
Ocean Grill & Bar
Located in Duval Square, Ocean Grill & Bar has a couple of summer deals worth knowing about.
During brunch, bottomless mimosas and Bloody Marys run just $8.95. That’s a pretty great deal if you ask me. Brunch is served daily from 10 am–3 pm.
From 4 pm until close, bottomless wine by the glass is $14.95. Happy hour also features bottomless sangria or wine from 4:30–6:30 pm.
Between the specials, free parking, and the large menu, Ocean Grill is worth keeping on your radar this summer.
Expired: No Longer Active
Salute! on the Beach
ran its Summer Special this year at 25% off select plates from 5 to 7 PM, if seated between 5 and 7. It ran through the summer and ended when they closed for the season on August 23.
Azur
ran a summer breakfast drink special, half off Bloody Marys and Mimosas from 9 to 11 AM. It ended August 30.
Rams Head Southernmost
Rams Head had several summer specials worth checking out. $10 Early Bird Breakfast. It came with complimentary coffee and a BOGO mimosa option. Sunday nights meant Burger Night. After 5 pm, half-priced burgers and $4 drafts. Tuesdays had $3 off tacos and $5 margaritas after 5 pm.
Pepe’s Cafe
Pepe’s ran Breakfast, Lunch, and Dinner specials for $19.95 this summer. And they began taking weekday breakfast reservations. They also had an extended happy hour that began at 1 pm.
Two Friends Patio Restaurant
Two Friends had its own $19.95 summer deal, and every version ended with key lime pie at breakfast, lunch, or dinner.
Fishwife Restaurant & Raw Bar
Fishwife had their Local Summer Happy Hour daily from 3–5 pm with $4 select beers, $5 wines, $12 cocktails, and half-off shared plates up until their fall break.
Garbo’s Grill
Garbo’s had Taco Tuesday for August and September: street tacos were $4 each, and you were able to mix and match. Korean BBQ, Yum Yum Shrimp, Cayo Fish, and Classic Ground Beef with cheese and pico.
Atlas Izakaya
Atlas Izakaya gave a free karaage bao bun with purchase, through the end of September.
La Te Da
La Te Da had 30% off the dinner menu Monday through Thursday, 6 to 10 PM, in September.
Martin’s
Through September they’re offered 20% off the entire food menu plus 30% off bottles of wine.
The Bent Prop (Cudjoe)
The Bent Prop Bar and Grill had a “Summer Survivor” $20 dinner entrée special with six rotating choices, available everyday in September.
More Key West Summer Dining Specials Are Coming
Summer is a great time to explore Key West restaurants. From brunch deals and happy hours to wine specials and multi-course dinners, the slow season stretches a dining budget further than any other time of year.
I’ll continue updating this list as more restaurants announce their summer specials, so check back throughout the season.
Looking for even more places to grab discounted bites and drinks? Check out my complete Key West Happy Hour Food Guide.