If you’re planning to spend a little extra time in the Keys before or after the wedding, there’s so much more to explore beyond Key Largo! Whether you’re adding a day or two on the front or back end of your trip, we’ve pulled together some of our favorite recommendations to help you make the most of your time.

If you’d like help with reservations, excursions, or recommendations on where to stay, please reach out to our wedding planner, Grace, at grace@thesuttoncollective.com.

Just 20-30 minutes south of Key Largo, you'll find Islamorada. Known for its incredible dining, fishing, and laid-back island charm, we highly recommend taking the drive, even if just for dinner!

Outdoor Activities

Robbie's Marina: Feed the tarpon and explore the local shops; great spot for casual fun.

Theater of the Sea: Marine mammal shows, dolphin and sea lion encounters, and snorkeling adventures

Sportfishing: Islamorada is known as the “Sportfishing Capital of the World”—charter a boat for a half-day or full-day adventure.

Dining

Cafe Moka: The cutest breakfast spot in Islamorada! Great for fresh coffee, pastries, and of course their acai bowls.

Pierre's Restaurant: Perfect for those looking for an upscale dining experience with a perfect view of the bay.

Kaiyo Grill: Because we MUST have sushi!

Ziggie & Mad Dog's: A legendary Islamorada steakhouse, Ziggie & Mad Dog’s pairs old-school Keys charm with an upscale, intimate atmosphere. Known for its perfectly cooked steaks, fresh seafood, and iconic martinis, it’s a true local favorite for a special night out.

Lorelei Restaurant and Cabana Bar: Our favorite reasonably priced lunch spot right on the water!

Florida Keys Brewing Company: Located in the Morada Way Arts District, this microbrewery is such a fun spot to immerse in the true Florida Keys culture! Grab a beer (or two) and play some outdoor games in their beer garden.

Islamorada Brewery & Distillery: Food trucks, outdoor games, and more! Order a Sandbar Sunday (Kirby's favorite) or an Islamorada Ale (Nathan's favorite).

Accomodations

Cheeca Lodge & Spa

Islander Resort

Vibrant, colorful, and full of character, Key West is the southernmost point of the continental U.S. Explore historic streets, lively nightlife, and world-famous sunsets.

Outdoor Activities

Start your day with a tour of the Ernest Hemingway Home & Museum!

Next, wander through lush tropical gardens, marvel at cascading waterfalls, and immerse yourself in the tranquil beauty of the Key West Butterfly & Nature Conservatory - a perfect escape for nature enthusiasts and photographers alike.

Make sure to stop by the Southernmost Point Buoy, which marks the very southernmost point of the continental United States! You might have to wait in line for a photo opportunity, but totally worth it!

My favorite, and an absolute must while in Key West, is to watch the sun go down on the Sunset Pier. It gets busy, so make sure to snag a seat early, have a cocktail, and watch in awe as the sun sets over the water.

If you're feeling up for a night on the town, stop by Sloppy Joes or the Green Parrot for live music and dancing. Or just take a walk down Duval - there's something for everyone!

Dining

Blue Heaven: For Key Lime Pie!!

Santiago's Bodega: Tapas and sangria in a romantic yet relaxed atmosphere.

Hot Tin Roof Restaurant: For a nice dinner still located on the bustling Duval Street, enjoy Latin American-style small plates on an open-aired patio.

Latitudes: Located off the coast of Key West on a private island, Sunset Key, this dining experience will be once in a lifetime!

Better Than Sex: For a unique experience, head over to one of the only dessert-based restaurants, where you can order entire entrees of chocolate!

Accomodations

Ocean Key Resort and Spa

Conch Courtyard at Tropical Inn (Via Airbnb)

Sunset Key Cottages

The Grand Tiki Suite