Local’s Guide To Key West

You Name it – or – think of it – it’s here

Key West has its own state of mind – so you can leave yours at home! No guess work here – the fun factor is guaranteed and all reservations are made for you. 2 for 1 drink coupons and special discounts on everything included.

Arrival Day

Taxi – Airport to hotel (Just tell us what time to meet you, we’ll reserve your hotel room)
1st thing: Margarita at Schooner Wharf Bar (2 for 1 coupon) After the 2nd Margarita you’ll already look and act like a local so, no worries, you’ll fit right in. Stroll the harbor to see Key West’s own fleet of Tall Ships & enjoy a “caught 5 minutes ago” fish sandwich at “The Galley”.
Late afternoon Sail and snorkel our Coral Reef, kayak the backwaters and mangrove islands and then unlimited beer, wine & champagne while you sail through a truly, unbelievably beautiful sunset.
Dinner “Lap of Luxury”: Pisces  (Simonton Street/Truman)
Be a Local”: Half Shell Raw Bar (Harbor Walk/Margaret St.)
New Adventure” Fondue at Michaels (Margaret/Southard Sts)
Evening: The “Duval Crawl” aka bar/club stroll along Duval Street for dancing, live music, karaoke and jazz clubs. The fun is endless so just be you and enjoy!
New Adventure: Garden of Eden Bar – clothing?

Day Two

Breakfast outside, at Pepe’s on Caroline St. “A fairly good place for quite a long while”, since 1909.
AM flight on a Parasail boat – the view is fantastic – single or tandem rides. Departs from Harbor Walk
Fruit Smoothie from “Juice Bar” corner of Elizabeth Streets and Green Street. (Lazy Way shops)
Jet Ski Island Tour 1-l/2 hour tour around the island and 22 miles of fun.
Late Lunch: Alonzo’s on the Harbor Walk at Front St. Waterfront table – real casual and real prices
New Adventure: Bi-Plane Ride over Key West. This is a thrill. Helmet with earphones to hear the pilot as he gives you the tour of the island or out futher to the Tortugas OR aerial Sight-seeing and Photography Tour of Key West and surrounding back-water areas OR SKYDIVE, yes! We’re suggesting you jump out of a perfectly good airplane w/instructor of course!
Sunset Sail and Wine-Tasting Adventure – We love this one! Truly fine wines, a variety of cheeses, fruits, crusty breads, all things good, a sunset and very often dolphins!
Dinner: “Lap of Luxury” – A&B Lobster House (Harbor Walk)
“Be a Local” – Café Sole, great food also veggie menu, Southard/Francis Street
New Adventure” – The Café on Southard Street. Truly great veggie menu with organic wines and all things good.
Evening: Dance, grin about your day’s adventure, and sip a Chocolate Martini at Virgilio’s

Day Three

Breakfast: Cafe con Leche (Cuban coffee) at Coffee Plantation coffeehouse on Caroline St
New Adventure: Seaplane or boat to the Dry Tortugas. Half-day (seaplane) or Full-day (boat)adventure (8am – 5pm) includes transportation 70 miles west to beautiful Ft. Jefferson National Park. The best snorkeling in North America, historic fort tour w/snorkel gear and meals included. Total natural beauty day.
Happy Hour: Conch Republic Seafood Restaurant-specialty: Mohito’s. (Harbor at Greene Street)
Evening: Sunset Celebration at Mallory Pier. Street performers, artists and breathtaking sunset. Great place for souveniers!
Dinner: “Lap of Luxury”: Antonia’s (Duval Street)
Be a Local“: 7 Fish Restaurant, Elizabeth/Olivia Streets.
New Adventure“: El Siboney – Cuban specialties (Catherine Street)

Day Four

Breakfast: Camille’s (Simonton Street/Catherine)
New Adventure: Scuba in One Day! Resort course: 2 hours in-pool training with tanks and then 2 dives that afternoon with your instructor. No fear – your instructor will make this way, way, way too much fun. Strong swimmer not req’d. or Snuba – a tad easier-no tanks or pool instruction necessary.
Lunch: On the beach! With linens and fine crystal of course, This is a great find! – L’Attitudes offers a very fairly priced menu for lunch and with the lunch comes a little launch trip over and back from the Hilton Marina. You just hop on your private yacht (provided by Hilton Hotels) and boat over to Sunset Key. The tables are inside or outside on platforms on the beach with large umbrella sun coverage. The view is full open onto the Gulf of Mexico and the boats coming to and from the harbor. Dinner at L’Attitudes is up there in price but the lunch menu is the best kept secret in town.
Sunset Sail: Fly through the wind on Key West’s fastest catamaran  while enjoying free and unlimited beer, wine & champagne.
Dinner: “Lap of Luxury” The Commodore Restaurant (Harbor Walk at Front Street)
Be a Local” Pepe’s (Caroline Street)
New Adventure” Sunset Dinner Sail – private yacht for 2 – 6 ppl. Wine/dine in Gatsby fashion.
Evening: Dance night: Sloppy Joe’s, Rick’s, Durty Harry’s,  Green Parrot, Schooner Wharf, and Virgilio’s for starters.
New Adventure: Diva’s and/or La Te Da – Female Impersonator shows. Creative, entertaining & wild.

Day Five:

Breakfast: Harpoon Harry’s, a great local’s spot with good food and prices at Caroline and Margaret Streets.
New Adventure: Deep Sea Fishing! Thrilling, action packed and a whole lotta mahi mahi to take with you. No experience necessary. The Captain’s got you covered. Local restaurants will cook your catch!
Lunch: New Adventure: Sarabeths on Simonton Street. Oh mah gawd! Truly delicious and a/c inside or dine outdoors under the shade umbrellas.
Day Sail: Tall Ship-2 hours of the wind in your hair and the great expanse of the sea. Pure and perfect sailing at its best with free and unlimited beer, wine and champagne.
Happy Hour: Green Parrot Bar – historic landmark, local favorite and $1 beers (Southard/Whitehead St)
Dinner: “Lap of Luxury” 915 Duval Restaurant. Key West is not known for “cool” or “hip” but 915 Restaurant on Duval Street is truly the epitome of cool. No kidding, it’s the best! And our favorite.
Be a Local” Mangia, Mangia Italian Restaurant. (Southard/Margaret Streets)
New Adventure” Ask one of our local restaurants to cook your deep-sea fishing catch.
Evening: Live Music night: Margaritaville, Schooner Wharf, Green Parrot, Durty Harry’s, Sloppy Joe’s, Roof Top Café, Virgilios, 90 Mile Blues Lounge and Cigar Club and Little Jazz Club on Duval for starters.

Day Six:

Breakfast: New Adventure: The Breakfast Club, Schooner Wharf Bar 8am-10am Happy Hour Prices
New Adventure: and LUNCH Full Day Sail aboard a private yacht with Captain. Sail, snorkel, dolphin watch, and visit shipwrecks – it’s your charter! Limited to 6 persons. Meals and Drinks of your choice delivered to the dock prior to your departure.
Dinner: Lap of Luxury” Michael’s (Margaret/Southard Streets)
Be a Local” Abbondanza! Italian Restaurant (Simonton Street)
New Adventure” Santiago’s Bodega on Petronia Street. Tapas menu and we highly recommend the “Saganaki”!
Evening: An evening of cultured pearls: Key West Theater or Symphony Orchestra night. A night to remember for a long, long time.

Day Seven:

Breakfast: Pick up breakfast at Sandy’s Cuban Cafe (White/Virginia Streets) and bring with you.
AM Snorkel Trip: Sail and snorkel North America’s 3rd largest living coral reef.
Lunch: Caroline’s on Duval – be sure to visit our friend Lisa at the bar. Great food and people watching on Duval Street.
New Adventure: Wild Dolphin Adventure and Eco Tour. Our dolphins live wild and free like the rest of us. They will fill you with wonder and joy. A very, very special adventure!
Happy Hour: The Bull & Whistle Bar. Live Music, pool tables and foos ball w/ balcony overlooking Duval
Dinner:Lap of Luxury” L’Attitudes on Sunset Key Beach
Be a Local” Mango’s Restaurant (Duval/Angela Streets)
New Adventure” Ambrosia – authentic Japanese Cuisine Reach Resort Hotel Simonton St.

A Few more favorites to try:

Lush – inside of Pineapple Gallery: Pairing Wines and Chocolates  – omw!
The Porch – Duval and Caroline Streets. All things good in beers and wines. You can have food delivered to you at the bar and order a bottle of wine at retail prices. We love this place!
WineO – ground floor on Duval Street of the La Concha Hotel. Awesome wine bar with wines paired with Godiva chocolates! Retail prices of wines, too.
Vino’s on Duval – one of many wonderful wine bars on Duval Street.
Shots and Giggles – on Greene Street “Just like it says”

It’s okay to go home now. Don’t worry though – you’ll be back.
By this time, Key West has thoroughly seduced you !