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Best places to host your Florida Keys all-inclusive wedding, like a seaside escape, a retro-glam hotel, a tropical resort, and more! Contact Southernmost Beach Resort in Key West, with weddings starting at $ for 50 guests. Customize your own price, browse photos and special offers. Yes, it costs more than a do-it-yourself wedding on the beach, but it is so worth it! The staff was amazing and very helpful. The room was incredible. The food.