Turnkey Caribbean Adventure Sailing Charter in Vieques Puerto Rico
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Highly profitable sailing company with 13 years in beautiful Vieques
A true bucket list day in the Caribbean.
Vieques Sailing Charters specializes in boutique sailing and snorkeling adventure excursions tailored to small groups seeking an authentic nautical experience on a classic sailboat in the Caribbean. Offerings include half-day and full-day charters, with a focus on comfort, safety, real sailing, real guided snorkeling, and access to pristine, remote locations at which VSC has private moorings, making the tour an exclusive opportunity.
The company operates in Vieques, a highly desirable Caribbean destination known for its unspoiled beaches, protected waters, and world-renowned natural attractions like the famous and world record holding Puerto Mosquito Bioluminescent Bay. Demand is driven by steady tourism, strong word-of-mouth, and a growing preference for private, boutique experiences. With thousands of visitors on the island every day, filling tours is easy.
Additionally, this company provides an unmatched lifestyle opportunity. It is currently the sole source of income for the owner/operators, and is operated as a tight 5 month season from December 15th to May 15th. In these 5 months, the company generates enough profit to allow the owner-operators and their child to enjoy extensive travel and leisure during the off season, including using the vessel, SV Avalon, for months of Caribbean cruising every year. Whether you are looking for a business that can run as a pure profit machine, or as a lifestyle funding business for your dreams of Caribbean cruising, Vieques Sailing Charters is what you're looking for. For 13 years it has fully funded our lives in the beautiful Caribbean sea, and it's turnkey ready to do the same for you.
Check out the video on our Facebook page showing our most recent family cruising route from off-season 2025!
Vieques Sailing Charters specializes in boutique sailing and snorkeling adventure excursions tailored to small groups seeking an authentic nautical experience on a classic sailboat in the Caribbean. Offerings include half-day and full-day charters, with a focus on comfort, safety, real sailing, real guided snorkeling, and access to pristine, remote locations at which VSC has private moorings, making the tour an exclusive opportunity.
The company operates in Vieques, a highly desirable Caribbean destination known for its unspoiled beaches, protected waters, and world-renowned natural attractions like the famous and world record holding Puerto Mosquito Bioluminescent Bay. Demand is driven by steady tourism, strong word-of-mouth, and a growing preference for private, boutique experiences. With thousands of visitors on the island every day, filling tours is easy.
Additionally, this company provides an unmatched lifestyle opportunity. It is currently the sole source of income for the owner/operators, and is operated as a tight 5 month season from December 15th to May 15th. In these 5 months, the company generates enough profit to allow the owner-operators and their child to enjoy extensive travel and leisure during the off season, including using the vessel, SV Avalon, for months of Caribbean cruising every year. Whether you are looking for a business that can run as a pure profit machine, or as a lifestyle funding business for your dreams of Caribbean cruising, Vieques Sailing Charters is what you're looking for. For 13 years it has fully funded our lives in the beautiful Caribbean sea, and it's turnkey ready to do the same for you.
Check out the video on our Facebook page showing our most recent family cruising route from off-season 2025!
About the Business
- Years in Operation
- 13
- Employees
- 4 Contractors
Currently operated with captain and crew as independent contractors - Facilities & Assets
- Fully equipped classic sailing vessel AVALON, a meticulously maintained 1974 Pearson 419 ketch built for charter, & immediately charter and/or liveaboard/crusing ready, including all tools, sails, parts, safety gear, liferaft, etc (Business can also be purchased without the Avalon) // Website, domain, reviews, google business & all digital assets // 2 phone numbers w/ 20+ combined years of online & print media // G Suite email & Google Drive // Branding, photography, & marketing materials // Established social media accounts, including Facebook and Instagram // Booking systems & operational processes // Existing reservations & customer database // Training & transition support // Full set professional grade snorkeling equipment // One hypalon West Marine RIB // One PVC Highfield inflatable dinghy // 12 moorings across the island // One Suzuki DF6A outboard 4 stroke motor // One Suzuki DF2.5A outboard 4 stroke motor // Vendor/service provider relationships
- Website
- http://www.viequessailingcharters.com
- Market Outlook / Competition
- With over 13 years of operation, Vieques Sailing Charters has built a highly defensible position in the Vieques sailing market. Despite the presence of several current competitors, Vieques Sailing Charters' premium experience and strong goodwill allows it to consistently capture demand, resulting in minimal if any impact from competing operators. Additionally, new entrants have historically faced challenges sustaining full-time operations beyond one or two seasons, underscoring the strength of Vieques Sailing Charters’ long term established reputation, customer experience, systems, and customer loyalty.
Vieques Sailing Charters has survived both category 5 Hurricanes Irma and Maria, as well as the Covid 19 pandemic, with no ill effects. When we open the calendar, guests book. - Opportunities for Growth
- - Expand marketing efforts (SEO, paid search, social media, print media, signage) - Increase pricing in line with premium positioning (VSC has increased pricing by ~60% over the years with no drop in bookings)
- Add additional vessel(s) to increase capacity
- Introduce specialty charters, packaged experiences
- Partner with hotels, concierge services, travel planners (this category virtually untapped)
- Partner with sites like getmyboat, boatbooker, tripadvisor, etc (this category is completely untapped; Vieques Sailing Charters currently operates with 100% organic/direct bookings)
- Extend operating season and/or increase trip frequency during peak periods. The owner operators choose to run a tight 5 month season with ample time off *during* season AND 7 months off outside of high season for family time & extensive travel and cruising, with VSC as the sole source of income fully funding this lifestyle. A 7-month season w/ higher trip frequency doubles both gross revenue & SDE.
About the Sale
- Seller Motivation
- After 13 years, owners are ready to sail the Mediterranean as a family
- Transition Support
- The owner is committed to providing a smooth transition, including training on operations, licensing and permitting, systems, and customer experience standards. Transition terms are flexible and can be tailored to the buyer’s experience level.
For questions about this, and anything else, please reach out to us! - Financing Options
- Sellers are open to owner financing for the right buyer
Listing Info
- ID
- 2495920
- Listing Views
- 25
Business Location
Listing ID: 2495920 The information on this listing has been provided by either the seller or a business broker representing the seller. BizQuest has no interest or stake in the sale of this business and has not verified any of the information and assumes no responsibility for its accuracy, veracity, or completeness. See our full Terms of Use. Learn how to avoid scams.
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