Entertainment & Recreation Businesses for Sale in Florida

This fully renovated boutique inn on Charlotte Harbor in Southwest Florida achieved strong peak-season occupancy across just seven active units, with an additional unlisted premium unit providing immediate upside. The property is located near a major new resort development in a coastal corridor experiencing significant tourism growth and reinvestment. A buyer acquires both an operating short-term rental business and a recently updated property asset with clear room to grow revenue.

A watercraft rental operation in the South Florida market is strategically positioned on the water adjacent to a four-star hotel, generating consistent customer flow from hotel guests and walk-in traffic alike. The business delivers $325K in SDE on a $995K asking price and operates with certified, GPS-equipped equipment and minimal owner oversight required. A strong online reputation and streamlined operations make this an ideal semi-absentee acquisition in one of the country's top leisure tourism markets.

This South Florida specialty sports and family entertainment business is backed by real estate recently appraised at approximately $13M, generating approximately $900K in annual NOI from an operator-led team expected to remain post-sale. The business is structured as a passive investment with a non-operating ownership model and significant hard-asset backing that provides meaningful downside protection. At an $8M asking price against a $13M real estate value, this is an investor-grade acquisition with current cash flow and substantial asset coverage.

This digital media business operates multiple YouTube channels targeting English and Spanish-speaking Christian audiences, producing evergreen prayer, biblical encouragement, and inspirational content that continues to generate advertising revenue long after publication. The bilingual content strategy significantly expands the total addressable audience relative to English-only faith content channels. At $375K asking on $109K SDE, the 3.4x multiple reflects the established audience, repeat viewership, and scalable content production model.

Established Profitable entertainment & recreation business serving the Cape Coral-Fort Myers metro. The business generates meaningful owner earnings, supporting an acquisition in the $250K–$500K range. Exact location, full description, and seller details are available after sign-up.

A highly rated boat tour business with an exceptional five-star online reputation, established booking systems, and a well-maintained vessel included in the sale. The current owner's limited availability results in approximately 70% of customer inquiries being turned away, signaling substantial untapped revenue potential for a more active operator. A buyer with time to dedicate to the business can dramatically increase revenue from an already-proven platform with strong demand signals.

This Florida watersports rental operation has served a high-traffic tourism market for over two decades, generating approximately $250,000 in annual cash flow on $550,000 in average revenue. A prime waterfront location on a main roadway ensures year-round visibility and customer access, supported by a professional booking system and trained staff. The business is SBA pre-qualified, lowering the capital barrier for a qualified buyer.

This intimate Florida boutique resort combines tropical surroundings with spa amenities, generating income through a hospitality model designed around guest relaxation and repeat visitation. The property's secluded positioning and experiential focus differentiate it from commodity lodging options in the region. At $1.65M asking price with approximately $126K SDE, the acquisition offers lifestyle appeal alongside real estate value for a buyer seeking an owner-operated hospitality business in a tourism-driven market.

This Florida boutique fitness studio specializes in aerial and pole dance fitness classes, generating revenue across memberships, private lessons, workshops, drop-in sessions, and specialty offerings. The business features an established digital marketing presence, strong social media engagement, and a loyal community-focused client base, with current operations running at a fraction of total facility capacity. The semi-absentee ownership model and significant room to scale class offerings and memberships make this an attractive opportunity for an owner-operator seeking to grow within the boutique fitness sector.

This outdoor entertainment destination on Florida's Gulf Coast has operated for decades as a regional attraction, drawing tens of thousands of visitors annually with a diverse array of adventure and nature-based experiences. The business benefits from a strong community presence, established brand recognition, and proximity to Florida's natural coastal environment. Consistent cash flow and an established customer base provide a stable foundation for a new owner looking to acquire a destination-category entertainment asset.

An indoor pickleball club in Central Florida operating from a purpose-built commercial facility with four courts, automated entry systems, and membership-based recurring revenue. The semi-absentee model is supported by automated scheduling and payment systems, requiring minimal daily on-site presence from the owner. Physical space and infrastructure allow for expansion to outdoor courts, offering a clear path to increased capacity and revenue.

This full-service event entertainment company in Florida has operated for 25 years, offering a comprehensive range of services including performers, DJs, interactive rentals, audio-visual production, and event planning for corporate, social, and community clients. The business leverages a subcontractor model to keep overhead lean while delivering a wide array of entertainment solutions with minimal fixed labor costs. Multiple revenue streams across entertainment, A/V services, and event planning provide diversification and consistent annual cash flow.

This event furniture rental and design company in the South Florida market provides premium, fully curated furniture and decor solutions for corporate events, weddings, and private celebrations, positioning itself as a turnkey partner for high-end hospitality and event professionals. The business serves a diverse client base across the corporate, social, and hospitality sectors, generating strong discretionary earnings through a differentiated service offering that integrates furniture rental with professional design. The South Florida events market provides robust year-round demand with recurring relationships from corporate clients and event planners driving repeat business.

This event equipment rental company operates in the South Florida market, providing a comprehensive inventory of tents, furniture, tableware, staging, and dance floors for weddings, corporate events, festivals, and private celebrations. The business positions itself as a one-stop-shop solution, enabling clients to source all event infrastructure from a single vendor, which supports repeat bookings and referrals. A substantial tangible asset base is included in the sale, giving a buyer immediate operational capacity and a meaningful floor on asset value relative to the asking price.

This group pedal bike tour business operates in South Florida's entertainment district, capitalizing on the region's year-round tourism and strong demand for experiential leisure activities. The business generates $18K in SDE on a $50K asking price, offering an affordable lifestyle acquisition with low fixed costs and strong brand positioning in a high-foot-traffic corridor. The Miami metro's robust tourism economy provides a steady pipeline of corporate and leisure customers throughout the year.

This full-service event and entertainment company in Florida has operated for twenty-five years, delivering a wide range of entertainment services including audio, video, interactive rentals, and event planning to corporate, municipal, and private clients. The subcontractor-based operating model keeps overhead lean while allowing the business to scale capacity to meet event demand, supporting strong margins relative to a traditional staffed model. With seller discretionary earnings exceeding the asking price, this represents an exceptional value for an owner-operator looking to enter the live events and entertainment industry.

This inflatable and party rental company operates across the South Florida market with a fleet of approximately 70 units and structured logistics systems supporting efficient scheduling and delivery. A large transferable customer database built over two decades provides meaningful competitive leverage through repeat bookings and targeted marketing, significantly reducing customer acquisition costs. The business offers a scalable platform for a growth-oriented operator looking to expand fleet capacity alongside demand.

This high-performing immersive entertainment attraction in South Florida generates $3.8 million in annual revenue and approximately $915K in seller's discretionary earnings from a fully built-out, turnkey operation in one of the country's highest-traffic tourist markets. The semi-absentee ownership model, with experienced management in place, allows a buyer to maintain passive involvement while benefiting from strong cash flow and significant margins. The business is well-positioned for SBA financing and offers a compelling return profile for both owner-operators and investment-oriented buyers.

This Florida-based group travel company has operated for over four decades, designing and executing customized itineraries for educational institutions, religious organizations, cultural groups, and corporate clients with a focus on experiential, culturally immersive travel worldwide. The business operates with a lean remote team and an asset-light model, generating low overhead while delivering high-touch end-to-end travel management including airfare, accommodations, ground transportation, and guided experiences. With discretionary earnings of approximately $400,000 and a loyal institutional client base that generates repeat business, this is a compelling acquisition in the growing niche group travel segment.

This full-service motorcycle business operates in South Florida, capturing demand from both local riders and tourists drawn to the region's year-round riding season. Revenue is diversified across daily rentals, guided tours, parts and accessories sales, and a repair shop, creating multiple income streams from a single location. The combination of a loyal local customer base, recurring membership programs, and strong tourism traffic makes this a compelling acquisition for an operator with industry passion.

This Mediterranean sailing holiday platform operates multiple complementary brands across mainstream, wellness, and LGBTQ+ sailing segments, generating over €1M in annual revenue with approximately €225K in maintainable SDE. The business has built a defensible digital moat over more than a decade, with the majority of bookings driven by organic traffic, repeat customers, and referrals — resulting in low acquisition costs and strong margins. Approximately 80% of customers originate from the United States, and a repeat booking rate of around 30% well above industry norms underscores the depth of customer loyalty.

This mobile karaoke trailer business in Florida offers a fully equipped, climate-controlled mobile studio for private parties, corporate activations, and festival VIP experiences, available as a clean asset sale with all hardware and branding included. The custom-designed trailer features professional audio and visual equipment, high-capacity power systems, and climate control suited to year-round Florida events. The $60K asking price and $20K in SDE make this an accessible acquisition for a buyer looking to launch or scale an event rental operation without a custom build timeline.