Romantic Key West Getaways

Are you into romantic dinners, gorgeous nature and unforgettable adventures? If so, there's no better place to do all of the above than in this couple’s paradise. 

It’s packed with plenty of cheesy things to do across this island. Whether it’s been ages since you last took time for just the two of you, or you royally messed up and need forgiveness, or you’re just a plain ole’ cheeseball,  look no further than Key West for your next romantic getaway.

From dinners overlooking stunning sunsets, to exploring turquoise waters with your better half, we’ve compiled a full day of amour for you and your boo.

#1 Taking a Seaplane Adventure to Dry Tortugas

Imagine sharing a thrilling 40 minute ride with your loved one, taking off from Key West and seeing the city from above, then flying over delightful crystalline waters, private islands and mangroves. 

The Dry Tortugas is the perfect destination for a Florida Keys day trip, especially for those who desire a more secluded and private experience through nature.

Good for: Role playing as castaways in a secluded paradise.

#2 Upscale Sunsets & Wine Tasting

In the evening, toast to another year together under the sunset aboard a Catamaran with Sunset Watersports or get closer to nature on Barefoot Billy’s private excursions. 

This is undoubtedly the best place to enjoy the most beautiful & intimate sunsets in the middle of the ocean (away from the rowdy bars on Duval Street). As the sun slips below the horizon, keep an eye out for the Keys' mystical green flash.

Good for: Skipping the crowds on Mallory Square for a peaceful sunset sail and wine tasting.

#3 Dressing Up for a Candlelit Dinner

Finish your evening with decadent dinner & dessert at our locals’ favorites. We’ve highlighted the top places below. Their evocative menus will truly put you in the mood for romance.

Our local’s top fav: Having dinner at Sunset Key is a must. Latitudes is one of the most romantic restaurants in Key West and is located on Sunset Key. To get there you need to take a free shuttle boat to Sunset Key, where they will confirm your reservation. And off you go - enjoy fresh, flavorful island cuisine with the most beautiful ocean view to pair.

KW vacay tip: If you’re a dessert enthusiast you need to try Better Than Sex restaurant, this intimate after-dinner cafe is guaranteed to set the mood for the rest of your evening.  (The Red Velvet Cheesecake is to die for)

Book your free romantic stay at Key West 

Key West is a beautiful place to ignite the passion, and the perfect spot to create memories together. 

We’re ready to welcome you to Key West. If you need help with reservations for secluded or private accommodation and activities, reach out and get your free travel plan. 

We can’t wait to see you both!