What Sail Annapolis does

Sail Annapolis, Inc. is a privately held boat dealership and brokerage founded in 1986 and headquartered at 303 Second Street on the Annapolis waterfront in Maryland. The company operates as an authorized dealer for Catalina Yachts (the flagship American sailboat brand, with new models spanning the Catalina 316, 356, 386, 426, and 446 from 31 to 44 feet), True North Power (outboard express powerboats), Beneteau Oceanis sailboats, and Com-Pac compact cruisers. It also runs a brokerage operation for pre-owned sailboats and powerboats from manufacturers including Hunter, Sea Ray, Camano, and older Catalina models, with featured inventory priced from approximately $54,000 to $349,000 and on-order new boats quoted on request. Sail Annapolis is the designated display-model dealer for the Annapolis Spring Show and holds memberships in the Yacht Brokers Association of the Bay (YBAA), Certified Professional Yacht Broker (CPYB), and the Maryland Marine Trades Association (MTAM). The firm sells to individual recreational boat buyers across the Chesapeake Bay and Mid-Atlantic region, accepting trades and providing brokerage services to sellers of used vessels.

The business runs on a standard marine-dealership operating model: it sources new inventory from manufacturer partners (with a forward order book of five 2027 Catalina display models arriving between November 2026 and April 2027), generates revenue through unit-sale markups on new boats and commission-based brokerage on used vessels, and relies on the Boats Group digital platform for its website, listings, and lead capture. Distribution is regional and direct — in-person consultations at the Annapolis waterfront office, brokerage relationships with sellers across Maryland, and seasonal sales at the Annapolis Spring Show and other regional boat shows. The company is small, with 1–10 employees, and operates without disclosed institutional investment, parent-company affiliation, or M&A activity; it functions as an independent, owner-operated regional marine retailer with stable but limited scale.

Name

Sail Annapolis

Legal name

Sail Annapolis, Inc.

Website

https://sailannapolis.com

Company type

Private

Founded year

1986

Operating status

Operating

Headcount range

1–10 employees

Short description

Sail Annapolis is a privately held Annapolis, Maryland boat dealership and brokerage founded in 1986, serving Chesapeake Bay and Mid-Atlantic recreational boaters as an authorized dealer for Catalina Yachts, True North Power, Beneteau, and Com-Pac.

Ownership category

akta.pro rank

Product category

Boat Dealership and Brokerage

NAICS

Boat Dealers (441222)

akta.pro primary industry

Sailing & Rigging Retail (Sailboats, Sails, Hardware) (CRAMAIAG)

Keywords

• Boat dealership
• Yacht brokerage
• Sailboat sales
• New boat dealer
• Used boat sales

Headquarters

HQ city

Annapolis

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Supply Chain, Operations, Personnel, Marketing or Sales, Infrastructure

Revenue model

1. New Boat Sales: Sales of new Catalina Yachts and True North Power boats, including pre-orders, display models, and boats on order for upcoming boat shows (e.g., Annapolis Spring Show). Revenue generated from markups on manufacturer suggested retail prices.
2. Brokerage/Used Boat Sales: Brokerage sales of used sailboats and powerboats from various manufacturers including Beneteau, Hunter, Sea Ray, and Camano. Commission-based sales of trade-ins and consignment vessels.

Pricing tiers

Go-to-market motion1 record

Distribution channels3 records

Marketing channels3 records

Core offering

Sail Annapolis is a waterfront boat dealership and brokerage in Annapolis, Maryland, authorized to sell new Catalina Yachts sailboats, True North Power powerboats, and Com-Pac sailboats, with Beneteau also represented in its new-boat lineup. The company simultaneously operates a brokerage desk for pre-owned sailboats and powerboats, sourcing and listing vessels through the Boats Group platform. Customers can engage through the Annapolis storefront, online listings, or at regional boat shows such as the Annapolis Spring Show.

Product overview

Sail Annapolis is a premier sailboat and powerboat dealership located on the Annapolis waterfront in Maryland, serving the Chesapeake Bay and Mid-Atlantic region. The company operates as an authorized dealer for Catalina Yachts and True North Power boats, while also offering brokerage services for pre-owned vessels. Their product portfolio includes new Catalina sailboat models ranging from 31 to 44 feet (316, 356, 386, 426, 446), True North Power outboard express boats, Beneteau Oceanis sailboats, and Com-Pac compact cruising sailboats. The company also provides used boat brokerage services and trades are considered. The dealership participates in boat shows including the Annapolis Spring Show where they display new models.

Differentiator

Problem solved

Functional benefit

Products and services

• New Catalina Yachts Sales Retail sale of new Catalina Yachts sailboats (including Catalina 36 and Catalina 43 models referenced) to individual buyers in the Chesapeake Bay and Mid-Atlantic region, delivered through Sail Annapolis' authorized dealer status.
• New True North Power Sales Retail sale of new True North Power powerboats to individual buyers via Sail Annapolis' authorized dealer relationship.
• New Beneteau Sailboats New Beneteau sailboats offered through Sail Annapolis as part of its new-boat sales lineup.
• New Com-Pac Yachts New Com-Pac sailboats sold through Sail Annapolis as part of its new-boat offerings.
• Brokerage of Pre-Owned Boats Listing, marketing, and transaction support for pre-owned sailboats and powerboats, distributed via the Boats Group online platform and the Annapolis storefront to individual buyers and sellers.

Segments1 record

Ideal customer profiles1 record

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

Six partnerships are on record, tiered core and minor.

• Catalina YachtscoreChannel Partner/ Reseller/ DistributorAuthorized dealer status for Catalina Yachts, offering new boat sales, pre-orders, and display models. Sail Annapolis serves as the designated dealer for Annapolis Spring Show display models across multiple Catalina lines including the 316, 356, 386, 426, and 446 models. Catalina Yachts is described as 'Proudly Made in the USA' and emphasizes understanding customer needs and dreams.
• True North PowercoreChannel Partner/ Reseller/ DistributorAuthorized dealer for True North Power boats, providing another sailboat brand option for the Chesapeake Bay and Mid-Atlantic customer base.
• YBAA (Yacht Brokers Association of the Bay)minorOthersIndustry association membership indicating professional standing in the yacht brokerage community serving the Chesapeake Bay region.
• CPYB (Certified Professional Yacht Broker)minorOthersProfessional certification association membership demonstrating broker credentials and professional standards adherence.
• MTAM (Maryland Marine Trades Association)minorOthersState marine trades association membership representing marine businesses in Maryland.
• Boats GroupcoreTechnology or IntegrationWebsite platform provider powering sailannapolis.com. Boats Group provides the digital infrastructure, listing management, and e-commerce capabilities for the dealership's online presence. The site carries © 2026 Boats Group branding.

Scale indicators1 record

Recent moves6 records

Expansion highlights4 records

Others

• Boats Group: Digital platform provider powering Sail Annapolis's website and many competing dealer sites (Boat Trader, YachtWorld). Functions as enabling infrastructure rather than a competitor, but its marketplace dynamics influence how Sail Annapolis competes for online buyer traffic.

Direct peers

• Annapolis Yacht Sales: Independent new- and used-yacht dealership located on the Annapolis waterfront, representing multiple sailing and powerboat brands in the Chesapeake Bay market. Direct competitor to Sail Annapolis for both new-boat sales and brokerage in the same geography.
• Bluewater Yachting Center: Mid-Atlantic yacht brokerage and dealership serving buyers and sellers of cruising sailboats and motor yachts. Comparable to Sail Annapolis in brokerage model, target buyer (mid-market cruising sailors), and Mid-Atlantic service region.

Broad incumbents

• West Marine: National marine retail chain selling boats, parts, and accessories. Adjacent competitor to Sail Annapolis — does not sell new Catalina sailboats but competes for marine consumer wallet share and brokerage traffic in the Mid-Atlantic.
• Beneteau (manufacturer): Major European sailboat and powerboat builder whose Oceanis line Sail Annapolis offers as part of its new and brokerage inventory. Shapes competitive dynamics in the cruising-sailboat segment Sail Annapolis serves.
• Denison Yacht Sales: Large national yacht brokerage and dealer with multiple offices and broad brand representation. Competes with Sail Annapolis in brokerage listings and represents a broader catalogue of sailboat and powerboat brands than a single-location dealer.
• Catalina Yachts (manufacturer): American sailboat manufacturer whose model lineup (including the 316, 356, 386, 426, 446) Sail Annapolis sells. As the upstream brand owner, Catalina controls allocation, pricing, and dealer network terms that directly shape Sail Annapolis's economics.

Regional players

• Hinckley Company: Iconic New England-based sailboat builder and brokerage with a presence in Annapolis. Competes with Sail Annapolis at the higher end of the Chesapeake sailboat market, especially for brokerage listings and premium cruising yachts.
• Curtis Stokes & Associates: Yacht brokerage specializing in sailboats and motor yachts in the Chesapeake Bay and broader US East Coast. Comparable to Sail Annapolis's brokerage arm in target customer, fee model, and regional reach.
• David Walters Yachts: Mid-Atlantic sailboat and motor yacht dealer/brokerage with locations in the Chesapeake region. Comparable to Sail Annapolis as a regional, multi-brand dealer competing for the same Chesapeake cruising-sailor customer.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat3 records

Key risks5 records

Key highlights6 records

Customer concentration

• Xx.com/sailannapolis1
• YouTubeyoutube.com/user/sailannapolis1
• Facebookfacebook.com/pages/Sail-Annapolis-Inc-Annapolis-MD-USA/107374552616439?fref=ts
• LinkedInlinkedin.com/company/sail-annapolis-inc

Revenue estimate

Valuation estimate

Number of profiles

Profiles1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Sail Annapolis