Charity De Souza is a Florida native and travel enthusiast. Traveling to over 50 countries abroad and residing in 6, she has a passion for exploring new cultures. While Central Florida is where she calls home, her favorite travel memories include skydiving in Switzerland and watching the sunset in Morocco.
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With an alluring combination of tropical weather, laid-back vibes, and charming accommodations, Key West is a beautiful honeymoon destination. You can bask in the sunshine at a beautiful beach, party on Duval Street, or sample the region’s famous key lime pie, then retreat to your romantic hotel or resort to find luxury amenities and stunning ocean views. For a tranquil escape with the one you love, stay in one of these top Key West honeymoon resorts and hotels.
Sunset Key Cottages is nestled on a 27-acre island only accessible by boat, offering couples the chance to savor a taste of island life. It’s one of the best beach hotels in Key West, offering panoramic views of turquoise blue waters and a range of luxurious amenities offered in the quaint clapboard cottages, from fully stocked kitchens to gradual-entry outdoor pools and a daily breakfast basket filled with pastries. Dine al fresco overlooking the Gulf of Mexico at Latitudes, book a pampering couple’s massage, or recharge in a lounge chair and listen to the gentle waves of the Atlantic.
Nestled on the southern end of the bustling Duval Street near the city’s popular restaurants, bars, and shops, Southernmost Beach Resort is an upscale property on the beach. Offering a private sunbathing area, honeymooners will find plenty of beach chairs and paddle boards to keep them entertained on the shore while the Southernmost Beach Cafe serves up frozen drinks and happy hour specials. Rooms come equipped with private balconies and beautiful ocean views, while the hotel’s sparkling pool and poolside bars will lure you outside.
With an address like Zero Duval Street, you know that Ocean Key Resort & Spa offers a prime location in Key West. Situated adjacent to the historic Mallory Square, gorgeous rooms and suites boast waterfront views overlooking the Gulf. Head to Sunset Pier restaurant for nightly music and dancing or book a romantic sunset sail with a gourmet meal aboard a yacht, then visit the on-site spa for a relaxing massage. You’ll find a wide array of off-site activities to enjoy, from a Key West Trolley Tour to a day trip to Havana, Cuba.
One of the best hotels in Key West, Casa Marina Key West dates back to 1920. It offers a picturesque shoreline with a swimmable beach while inviting hammocks and massages by the oceanfront pool are perfect for honeymooners. As of October 2023, the renovated resort will feature a new, tropical contemporary style, transformed guestrooms, an airy lobby lined with windows framing the beach, two activity piers, enhanced food and beverage venues, and more.
Largest private beach in Key West
Mediterranean-style suites with ocean views
*Casa Marina is temporarily closed for renovations until October 2023.
Choose from waterfront guest rooms and suites at Pier House Resort & Spa, where you’re steps from Old Town and a private white sand beach. Lounge by the heated outdoor pool overlooking the water or enjoy a pampering treatment at the on-site spa, then retreat to an Ocean View Room where you can capture one of the famous Key West sunsets from your private balcony. The hotel’s signature restaurant, One Duval, offers organic farm-raised fare and Gulf of Mexico views, while the Chart Room Bar is a legendary local drinking spot serving tempting rum runners.
The Reach Key West offers quiet sophistication and a beachfront location, where luxury rooms feature high-end furnishings and plush beds. It boasts a private white sand beach with a pier for fishing, while its expansive outdoor patio features oversized chess boards and a tropical garden atmosphere. Swim in the outdoor pool or refuel with fresh seafood and steaks at the on-site restaurant Four Marlins Oceanfront Dining. If you’re up for a day of biking, snorkeling and learning about Florida’s rich history, take a day trip to nearby Fort Zachary Taylor Historic Park.
Offering a boutique vibe in the heart of Key West, Hyatt Centric Key West Resort and Spa boasts elegant rooms with private balconies. The 1 King with Ocean View is ideal for honeymooners with its full view of the Gulf of Mexico, flat-screen TV, and plush robes, while the 1 King Premium has extra space and sitting areas. Savor flavorful dishes at or sip a cocktail at Blue Mojito Pool Bar and Grill, then visit the former residence of a revered American novelist at the nearby Ernest Hemingway Home and Museum.
The only newly built hotel to grace Old Town Key West in over 20 years, The Marker has a unique combination of Old Florida vibes and modern elegance. Named after the famous mile markers seen in the southernmost point of Florida, the hotel’s property is situated on two acres of lush tropical surroundings and steps from the lively Duval Street. Soak in the salty breeze at one of their stunning pools or from your private balcony in the luxury rooms, which also offer soaking tubs, signature bathrobes and in-room minibars.
Couples who want to be immersed in relaxation should plan a honeymoon at Key West Marriott Beachside Hotel. Home to a 16-slip Marina with water sports rentals, this top-rated is set on seven acres of lush landscaping. You’re spoiled for choice with a tanning beach and a waterfront pool to enjoy, while the on-site Tavern N Town will treat your taste buds with internationally inspired cuisine and handcrafted cocktails. Grab food at the poolside Chicken Walk, then enjoy outdoor excursions like diving, snorkeling, and sailing at the Key West Golf Club. There’s also a complimentary shuttle to the downtown area.
Few places embody the essence of Margaritaville more than Key West, so couples looking for a sunny getaway will love this resort. Margaritaville Key West Resort & Marina offers a tropical vibe, located right across the street from Smathers Beach, one of the best beaches in Key West. Explore Old Town attractions nearby, then retreat to the hotel to enjoy on-site perks such as a poolside cabana, a fire pit in the evening, and beautiful rooms with island-inspired decor.
Ibis Bay Beach Resort is Key West’s original 1956 resort, featuring coral rock cottage rooms, brightly painted exteriors, and hammock gardens. Along with 600 feet of landscaped private white sand beach with free lounge chairs and plentiful beach hammocks, couples will love the outdoor pool with full bar service and Ibis Bay tortoises (with daily feedings), macaws, and iguanas. You can even join in on feeding sharks along the dock or hop on the shuttle that runs downtown. Other perks include a continental breakfast buffet and fresh seafood specialties at the on-site restaurant, The Stoned Crab.
Nestled in the heart of the Old Town Key West, The Galleon Resort & Marina is a perfect spot for love birds. Enjoy marina or Gulf of Mexico views from your studio, one or two-bedroom suite, or upgrade to the three-bedroom penthouse for spacious living rooms and Jacuzzi bathtubs. In addition to a 90-slip marina that hosts a variety of water activities, you can enjoy the on-site waterfront pool, private beach, and private observation deck with panoramic views. After all that excitement, sit back in the sauna or enjoy a cocktail at the poolside tiki bar with live music. Indulge in burritos, brisket, or sushi at Pirates Cove and head to the patio bar for frozen drinks and infused gelato cocktails.
A historic Victorian home turned upscale bed and breakfast, The Mermaid and the Alligator was built in 1904 and retains its old-world charm. Located in the heart of Key West, honeymooners can take advantage of its heated swim spa, complimentary breakfast and wine served nightly. Stay in the bright and airy Sun Room to enjoy its panoramic views of the trees, French doors that open to a private sun deck, and a step-in glass mosaic shower. For an iconic experience, walk 15 minutes to Kermit’s Key West Lime Shoppe for key lime pie dipped in chocolate.
A tranquil setting designed for honeymooning couples, Eden House Key West sits in the historic Old Town Key West just a short walk from Duval Street. It offers a heated pool, Jacuzzi, and elevated sun deck in addition to a garden cafe with a tropical ambiance. Rest easy with the Simmons Beauty Rest mattresses in the guest rooms, which also include flat-screen TVs, refrigerators, coffee makers, and porch swings. For the roomiest options, stay in the Apartment, Loft Deluxe, or First or Second Floor Conch House.