Dream Bay Resort is a family-owned waterfront vacation rental property and wedding venue in the heart of Key Largo, FL, right on the Gulf of Mexico, with spectacular sunset views! We offer a full buyout of our beautiful 2.5 acre property, so that you and your guests can have it all to yourselves! There are 3 beach areas, swaying palm trees, gorgeous banyan trees, tiki huts, lush greenery, and a laid back, "boho" tropical island vibe! To make things easy for our couples, we also include, tables, chairs, bistro lighting, set up/breakdown, and arbor/arch. An onsite caterer is also available, although you're free to choose your own vendors and bring in your own alcohol. We sleep 36 guests on site, and there are nearby hotels and motels to accommodate all additional wedding guests. If you're looking for a smaller, semi-private elopement or microwedding, we also offer those for weddings up to 50 guests. Please inquire for small wedding pricing.

Imagine exchanging vows against the backdrop of the sparkling turquoise waters of Key West, surrounded by breathtaking natural beauty. Our exclusive, eco-friendly catamarans provide an unforgettable setting for your wedding celebration, offering an intimate and luxurious atmosphere that will leave you and your guests in awe. With a capacity for up to 35 people, our venue is ideal for couples seeking a romantic, serene, and unforgettable wedding experience. The gentle sway of the boat, the warm glow of the sunset, and the soothing sounds of the ocean set the stage for an event that is both majestic and intimate. Our expert crew ensures every detail is handled with grace and precision, so you can relax and enjoy your special day without a worry. Whether you're dreaming of an intimate ceremony at sea or a sunset celebration surrounded by loved ones, we offer a truly unique and magical experience that will create memories to last a lifetime.

Nestled on 7 lush acres featuring a private beach overlooking the Gulf of Mexico, luxury awaits you at Beachside Resort & Residences! We balance relaxation and adventure with our marina which offers, kayaking & day and night paddle boarding. Enjoy the breeze on our Beachside Express Water Taxi or experience Key West by land on our hotel shuttle, both travel to & from downtown multiple times daily. Treat your taste buds with internationally inspired cuisine and handcrafted cocktails at Tavern N Town. During the day, immerse yourself in relaxation around our waterfront swimming pool where you can enjoy cocktails & island inspired dishes from our poolside bar, Chicken Walk. After a day by the pool & beach, unwind in one of our comfortable king rooms or spacious condo's with private balconies. Host your wedding or social gala in the largest ballroom in Key West or on our waterfront patio. Family vacation, romantic escape, or a business trip, our Beachside Resort offers it all.

Step aboard Fury’s luxurious 65-foot sailing catamaran—an elegant blend of comfort, style, and open-sea adventure. With ample deck space, shaded lounge areas, and panoramic ocean views, it's the perfect setting for celebrating love. Whether gliding across turquoise waters or anchored under a glowing sunset, this spacious vessel offers an unforgettable experience for wedding guests seeking relaxation, romance, and a touch of maritime magic.

Southernmost Weddings Key West is 20 years 20-year-established, affordable Wedding Planning & Photography Company. We specialize in a smaller Sandy Beach, an Intimate tropical Garden, and Private Sunset Sailboat Weddings. Stress-free destination wedding in paradise💕

Host a fairytale wedding at the Key West Tropical Forest & Botanical Garden. This beautiful venue offers three picturesque outdoor event spaces for your special celebration. Its smallest space, the Butterfly Garden, is perfect for intimate wedding ceremonies. Say “I do” among flowering shrubs and fluttering butterflies and it’s sure to be a beautiful and unforgettable experience. For larger ceremonies and receptions, the idyllic Courtyard is a stunning option. Its raised stage for ceremonies, lovely waterfall, and beautiful overhead lighting will create the perfect romantic ambience for your happy occasion. For a grand celebration, gather your loved ones in the scenic lakeside Terrace. Featuring breathtaking natural scenery, twinkling overhead lights, and plenty of space for dinner and dancing beneath the stars, the Terrace offers an unrivaled setting for parties of up to 350 people. Celebrate your special day at the Key West Botanical Garden and it’s sure to be a dream come true!

With inspiring natural beauty just outside our door, as well as over 20,000 square feet of diverse event space, finding a backdrop that’s unique as your love is easy at The Perry Hotel & Marina. Whether you're planning a glamorous destination wedding or something intimate and local, our experienced planners will ensure a stunning waterfront experience for you and your guests. And we only celebrate one wedding per day, giving you and your guests our full focus. Discover dream venues indoors and out at The Perry Hotel & Marina Key West. From an outdoor “I do” on the Event Lawn beneath thousands of twinkling lights to an intimate ceremony in the Captain’s Lounge overlooking the marina, our venues are elegant, tropical and ready for whatever you imagine.

Classic Harbor Line: Known as the boutique of Key West yachts, boasts the elegant and legondary Schooner America 2.0. This yacht is known for its quality craftsmanship, and its intimate, elegant and comfortable environment. From the Schooners’ beautiful sails and construction to the experience of sailing through the emerald green waters of Key West, this is a yacht for taste and style. Schooner America 2.0 was handcrafted in the State of New York along the Hudson River. Made with great detail and pride, this vessel features teak decks, mahogany trim and a number of brass fittings and well-appointed fixtures. This beautiful boat is ideal for weddings, entertaining, and hosting family or friends for a number of beautifully memorable occasions!

Plan Your Dream Wedding in Key West Beach, Boat & Beyond ANOUNCEMENT Now most of our boat venue packages include alcohol! Whether you're planning a beach or boat wedding, a wedding reception, rehearsal dinner, or private event, booking directly with Sunset Watersports means you’ll save big without sacrificing quality. We offer the best all-inclusive wedding and event packages in Key West at the lowest direct rates. Why? Because many other wedding planners simply book our boats or services and then mark up the price with added commissions. By booking directly with us, you avoid unnecessary fees and get expert service from the actual team providing your experience. As Key West’s most comprehensive wedding service provider, we handle everything from stunning beach ceremonies to unforgettable catamaran celebrations. One call is all you need.

Part romance, part adventure, and entirely paradise, Pier House Resort is legendary in the Florida Keys for countless reasons. As the first full-service hotel in Key West, our convenient location on the edge of Old Town puts you steps away from a private beach and all the entertainment that makes our island so famous.

Greetings & Congratulations on your engagement and upcoming wedding! We would love to host your special day at Havana Cabana Resort. The new Havana Cabana Resort sits waterfront in Key West, a destination steeped with charm and character. Taking nostalgic influences from the art and culture of our neighbors in Cuba, the Cabana is a lush escape from reality. Key West has captured the hearts of its visitors for years. There is so much to see, do, and experience within minutes of Havana Cabana. Get hitched the Havana Cabana way with an intimate and traditional Cuban style wedding under swaying palms. With Authentic Cuban catering, hand rolled Cuban cigars and a ride in our classic 1957 Chevy, a wedding at Havana Cabana is sure to provide a unique and unforgettable experience for you and your guests.

Experience the romance of Key West at Oceans Edge Resort & Marina, a stunning waterfront venue for your dream wedding. With 20 acres of swaying palms, a full-service marina, and six oceanfront pools, our resort provides a luxurious and laid-back island escape. Our dedicated wedding planners and talented culinary team will ensure every detail is thoughtfully arranged, from the sweeping ocean views to the fresh, flavorful cuisine. Whether you're planning a grand celebration or an intimate ceremony, Oceans Edge offers an unparalleled experience for you and your guests, complete with luxurious accommodations and a variety of on-site activities.