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.

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.

A gorgeous white venue set amongst a breathtaking tropical fruit grove provides the perfect backdrop for a romantic and unforgettable celebration. Couples love our affordable pricing, friendly responsive staff, and stress-free experience. The Tropical Grove will leave your guests talking about how incredible your event was for years to come. It's ideally located near Miami in the Redlands district just minutes off of the Route 1 Turnpike. The perfect wedding starts with the perfect venue, and this is it. Schedule your tour today to see for yourself just how incredible this venue truly is.

Casa Marina is a historic wedding venue in Key West, Florida. Conceived by American railroad tycoon Henry Flagler, this romantic resort hotel opened on New Year’s Eve in 1920. Nestled on sprawling grounds that lead to the largest private beach in Key West, Casa Marina is the ideal setting for a dream wedding in the heart of the Florida Keys. Imagine your perfect ceremony on a pristine white sandy beach, with the mesmerizing colors of the ocean as your backdrop. Newly renovated to restore its timeless elegance, Casa Marina blends historic charm with modern luxury. Step into our ballrooms, adorned with hardwood floors, 10’ arched windows, and soaring ceilings. Choose to exchange vows on our new oceanfront event lawn, aglow with twinkling lights. Our award-winning team is dedicated to crafting every detail of your special day, from welcome dinners to after-wedding brunches. Your wedding at here is a timeless experience crafted with care.

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.

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.

Discover a unique and enchanting setting for your dream wedding at Rams Head Southernmost, a beloved Key West institution. Nestled in the heart of Bahama Village, this venue offers a tropical paradise with lush foliage, water fountains, and the warm Key West sunshine.

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!

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.

Key West is the southernmost point in the United States and one of the top wedding destinations in the country due to its balmy weather, vast horizons, and breathtaking sunsets. The lush and spacious Sunset Green with vibrant landscaping is an exquisite venue to say "I do." The whimsical pergola to exchange vows under is perfect for intimate events. For large, extravagant weddings, our team can refer our preferred vendors to assist with anything from tents, to dance floors, and even portable air-conditioning units for your ceremony. We offer flexible indoor & outdoor event spaces for you to host your guests before & after your wedding. As an added perk, hold your event and put your guests up all in the same place when you book your wedding at 24 North Hotel! Our Key West hotel is well-equipped to meet your guest's accommodation needs — luxury rooms, a poolside bar & restaurant, a Cuban-inspired craft cocktail lounge, on-site Starbucks, and a well-equipped fitness center.