Key West: A Blissful Getaway

We visited Key West in the spring for a laid back getaway. We spent three nights at the Winslow’s Bungalows, which turned out to be the perfect location. It’s a 20-minute walk from all the action on Duval Street, just far enough away to remain quiet and peaceful. The bungalow had a charming boutique aesthetic with a breezy, Tommy Bahama vibe.

If you prefer not to walk everywhere, the property also offered beach bikes for rent, which became our favorite way to explore Key West.

Although it’s possible to fly directly into Key West, we chose to fly into Fort Lauderdale and drive down through the Keys. Renting a convertible made the scenic ride even more enjoyable. Along the way, we stopped at Robbie’s in Islamorada to feed the tarpon, and at No Name Pub, a historic spot dating back to 1931.

Bookings

For this trip, we found the best deals on both our hotel and car rental through Costco Travel.

Things to Do in Key West

• Butterfly Sanctuary

• Hemingway House & Museum

• Lighthouse

• Harry S. Truman Little White House

• Fort Zachary Taylor

• Nancy Forrester’s Secret Garden

• Mile Zero

• Sunset Pier (great spot to enjoy the sunset)

• Southernmost Point Buoy

• Relax at the Beach (Key West isn’t known for its beaches, so expect rocky areas)

• Get a massage (we treated ourselves to one every day)

• Visit Dry Tortugas National Park (we didn’t get the chance because the ferry was sold out, so be sure to book your ferry or seaplane in advance)

Restaurants & Bars We Recommend

• Lola’s Bistro (romantic and intimate; reservation needed; bring your own alcohol; cash only)

• Red Shoe Island Bistro

• Sunny Eggs (breakfast)

• General Horseplay (our favorite spot for craft cocktails)

• Captain Tony’s Saloon (a fun and historic bar with tons of character; a must for Jimmy Buffett fans)

• Green Parrot (great vibes and a lively atmosphere)

• Better Than Sex, A Dessert Restaurant