Businesses for Sale in Monroe County, FL

Seize a unique opportunity to acquire an established and reputable deep-sea fishing charter business in Key West, Florida, a globally renowned sportfishing destination. This is an exceptional chance to immerse yourself in the sought-after boating and fishing lifestyle, inheriting a fully operational enterprise poised for continued success. The sale includes a fully outfitted 47’ 1971 AMF Concord sportfishing vessel, professionally equipped for offshore charters, and a long-term lease of the most disputed marine slip in town. The business boasts significant name recognition, a loyal repeat c

The Opportunity Step into a turnkey piece of Florida Keys history. For the first time in 27 years, this beloved American Cafe and Wine Bar is available for purchase. Located on the main highway with high-visibility street exposure, this establishment has spent nearly three decades as a "must-stop" destination for locals and tourists traveling through the Keys. Business Highlights Deep Roots: Owned and operated by the same family since inception; a true staple of the Upper/Middle Keys community. Triple-Threat Service: Fully equipped to serve breakfast, lunch, and dinner in a relaxed, island

The Opportunity Step into a turnkey piece of Florida Keys history. For the first time in 27 years, this beloved American Cafe and Wine Bar is available for purchase. Located on the main highway with high-visibility street exposure, this establishment has spent nearly three decades as a "must-stop" destination for locals and tourists traveling through the Keys. Business Highlights Deep Roots: Owned and operated by the same family since inception; a true staple of the Upper/Middle Keys community. Triple-Threat Service: Fully equipped to serve breakfast, lunch, and dinner in a relaxed, island

This established boutique offers a curated selection of apparel, fabrics, accessories, and home-lifestyle goods in one of Key West’s highest-traffic retail corridors. The store benefits from exceptional year-round visibility, a strong tourist customer base, and a loyal following among repeat local clients. The business is known for its high-quality product mix, approachable price points, and elevated in-store experience that attract consistent walk-in activity as well as meaningful add-on sales. Operating with streamlined staffing, simple processes, and low operational complexity, the busines

This is a highly reputable, fully authorized transportation and shuttle company serving the lucrative tourism and commuter corridor between major South Florida international airports and the Florida Keys. Operating a fleet of modern, well-equipped passenger vehicles (featuring in-demand amenities like Wi-Fi and power outlets), the business has established itself as the premier "no-stress" transit option for vacationers, corporate groups, and locals alike. With a streamlined online booking infrastructure, strong digital footprint, and a history of excellent customer reviews, the business offers

Original owner with a passion for curated events built out an event planning company in south Florida, with a focus on wine/spirits/beer and food-themed experiences. Their events present a diverse range of wines with inventive cuisine, hosted by passionate creators at iconic island/coastal locations and attracting thousands of attendees. Paired with local artists and international partners, one marquis event is well-known throughout the country and is highly valued by the community. This company boasts passionate event experts, comprised of an independent, creative event management team speci