Hub Security and Investigative Group’s presence in Oak Bluffs, MA spans years of service to local property owners.
Oak Bluffs was consciously developed as a tourist destination on Martha’s Vineyard, and from the late 19th century through the 1930s it became known as the country’s best-known and most exclusive African American vacation spot, a legacy still visible today at Inkwell Beach. The town’s Wesleyan Grove Camp Ground, home to its famous Carpenter’s Gothic “Gingerbread Cottages,” was designated a National Historic Landmark in 2005, and its Flying Horses Carousel — relocated from Coney Island and operating in Oak Bluffs since 1884 — is the oldest platform carousel still running in the United States.
By Derek Kreymer, Operations Manager
Hub Security and Investigative Group provides Tactically Trained & MA Firearms-Licensed Armed and unarmed security guard services, mobile patrol, and private investigation services throughout Oak Bluffs, MA, a Dukes County town of roughly 5,341 residents known for its Gingerbread Cottages, Flying Horses Carousel, and role as one of the Vineyard’s main ferry ports. From Unarmed Security Guards for the town’s historic Camp Ground and harbor-front commercial district to Mobile Patrol Services for seasonal residential neighborhoods, Hub is licensed to operate across Massachusetts and familiar with Oak Bluffs’s seasonal, tourism-driven character.
Security Built Around Oak Bluffs’s Areas
- Wesleyan Grove / The Camp Ground — the National Historic Landmark district of Gingerbread Cottages, where Unarmed Security Guards support the historic property and seasonal foot traffic it draws.
- The Oval / Highlands and Fayal — historic residential neighborhoods, where Residential Community Security serves homeowners and seasonal renters alike.
- East Chop and the harbor district — home to the town’s ferry landing and downtown businesses, where Mobile Patrol Services provide visible coverage during the peak summer season.
What Local Crime Data Actually Shows
NeighborhoodScout reports that Oak Bluffs’s overall crime rate is lower than average for the country. Using OpenCrime.us FBI/UCR-derived data as a fallback, Oak Bluffs carries a Safety Grade of C, with a violent crime rate of 364.8 per 100,000 (20 incidents, all aggravated assault, with zero murders) and a property crime rate of 1,404.3 per 100,000 (77 incidents, mostly larceny).
For a town whose population and foot traffic multiply during the summer tourist season, that mix of mostly property-related incidents is a practical argument for visible patrol coverage around the Camp Ground, harbor, and downtown retail strip during peak months.
Coverage by District
| Area | Primary Service | Typical Client |
|---|---|---|
| Wesleyan Grove / Camp Ground | Unarmed Security Guards | Historic cottage district and seasonal events |
| The Oval, Highlands & Fayal | Residential Community Security | Homeowners and seasonal renters |
| East Chop & Harbor District | Mobile Patrol Services | Ferry-area businesses and downtown retail |
What Hub Provides in Oak Bluffs
- Armed Security Guards
- Unarmed Security Guards
- Mobile Patrol Services
- Private Investigation
- Residential Community Security
- Background Checks
Serving Oak Bluffs and the Surrounding Area
In addition to Oak Bluffs, Hub provides licensed security guard and investigation services throughout the surrounding communities, including:
Why Oak Bluffs Businesses and Residents Choose Hub
- A licensed, insured provider. Hub’s Massachusetts security guard and private investigation license is active, meaning clients get a compliant, insured provider rather than an unlicensed one.
- Local, responsive coverage. Because Hub operates out of Massachusetts, it can move guards and patrols into place quickly rather than funneling requests through a distant call center.
- Flexible service types. Armed, unarmed, mobile patrol, and private investigation services flex to match whatever your property, event, or investigation calls for.
- Direct communication with management. Clients work directly with Hub’s operations team rather than being routed through multiple layers of a large franchise.
- Background-screened personnel. All guards go through a screening and licensing process consistent with Massachusetts security guard regulations.
- Custom security plans. Coverage plans are built around each property’s actual risks and schedule, not a generic, one-size-fits-all package.
How Hub Saves Oak Bluffs Customers Money
Consolidating under Hub typically beats the cost of separate vendors for guards, patrol, and investigative work, since it means one onboarding process, no overtime-rate coverage gaps, and one predictable invoice instead of call-out surprises.
That matters in Oak Bluffs, where the harbor-front commercial district and ferry port draw dense summer crowds while seasonal residential neighborhoods sit quiet the rest of the year — Hub scales one contract up for ferry season instead of billing a separate vendor for peak-season coverage.
Oak Bluffs’ own history gives the town a distinction few others share: from the late 19th century through the 1930s it became known as the country’s best-known and most exclusive African American vacation spot, a legacy still visible today at Inkwell Beach, and the town’s Wesleyan Grove Camp Ground, home to its famous Carpenter’s Gothic “Gingerbread Cottages,” was designated a National Historic Landmark in 2005.
Its Flying Horses Carousel, relocated from Coney Island and operating in Oak Bluffs since 1884, is the oldest platform carousel still running in the United States, and Hub’s patrol plans cover that historic Camp Ground alongside the town’s harbor-front and residential areas.
Licensing, Insurance, and What Hub Offers in Oak Bluffs, MA

Every guard Hub assigns to an Oak Bluffs MA property carries a Massachusetts Security Guard License (License #LP0203L, licensed since 2004), and Hub carries a $3 million general liability insurance policy backing every contract, so Oak Bluffs seasonal rental owners, business owners, and property managers can verify our credentials before signing anything.
- Mobile security patrols for seasonal rental properties and off-season vacant homes
- Armed security guards for higher-risk retail and nightlife locations near Circuit Avenue
- Unarmed security guards for guest houses, rental communities, and harbor-area businesses
- Crowd-certified event management for Oak Bluffs’ summer festivals, fireworks, and ferry-season crowds, with guards holding the Massachusetts Crowd Manager certification through the MA Dept. of Fire Services plus CPR/First Aid and Narcan training
- Private investigation and background check services for property managers and business owners

Why Oak Bluffs’ Seasonal Communities and Businesses Choose Hub
Historic cottage communities like the Martha’s Vineyard Camp Meeting Association grounds at Trinity Park draw heavy foot traffic during the summer season, and the seasonal rental homes throughout Oak Bluffs sit vacant and vulnerable for much of the off-season, which is exactly when a documented mobile patrol matters most. Hub’s guards check on vacant properties, verify locked doors and windows, and log every visit.
Retail and restaurant businesses along Circuit Avenue and Oak Bluffs Harbor also rely on Hub for event-day crowd management during ferry-season weekends and summer festivals, when the island’s population multiplies and foot traffic can overwhelm a single on-site manager.

What to Verify Before Hiring a Security Company in Oak Bluffs, MA
Before hiring any security company in Oak Bluffs, MA, ask to see a current Massachusetts Security Guard License and proof of general liability insurance. Hub Security and Investigative Group provides both without hesitation, because every Oak Bluffs MA guard we place is licensed and every Oak Bluffs MA contract is backed by our $3 million policy. Property owners in Oak Bluffs, MA should also ask how a company handles the island’s dramatic seasonal swing between a packed summer and a quiet winter.
Hub answers that question directly: our Oak Bluffs, MA patrol scheduling ramps up for ferry season and scales back for the off-season, so Oak Bluffs, MA property owners get the right coverage level without paying for a flat year-round schedule that doesn’t match actual demand.
Mobile Patrol Scheduling for Security in Oak Bluffs, MA
Oak Bluffs property managers can schedule recurring mobile patrol checks or one-time event coverage by contacting Hub directly. A scheduled route works well for properties spread across Oak Bluffs, MA — one patrol loop can cover several properties in a single pass rather than billing each one separately. Hub is proud to serve the Oak Bluffs community with reliable, professional protection.
Serving All of Oak Bluffs, MA
Hub provides security in Oak Bluffs, MA across the entire town, from residential neighborhoods to commercial and retail areas. Whether your property sits near the town center or in a quieter outlying area, Hub’s guards and mobile patrol routes are built around Oak Bluffs’s layout so coverage stays consistent no matter where you’re located.
The Hospital and High School Side of Oak Bluffs
Oak Bluffs is not only a summer town. It is home to Martha’s Vineyard Hospital, the only hospital in Dukes County. Founded in 1921 and now a member of Mass General Brigham, it moved all of its clinical services into a new building in June 2010, and its campus also includes Windemere Nursing and Rehabilitation Center. A short drive away, at 100 Edgartown-Vineyard Haven Road, Martha’s Vineyard Regional High School serves all six island towns and enrolled 744 students in the 2024-2025 school year. The public Martha’s Vineyard Skatepark sits across the road from the campus.
These institutions keep people moving through Oak Bluffs in January as well as July, and they shape what nearby private properties need. Medical and dental offices, staff housing and rental homes close to the hospital see visitors at all hours. Homes and businesses along the road past the high school see traffic build at arrival and dismissal, and again after evening games and school events.
Hub’s role here is with the private properties around these campuses rather than the institutions themselves. An unarmed officer can cover a medical office’s evening hours or the entry of a staff housing building, and mobile patrol can check rental homes used by year-round workers between tenants. Landlords who rent to hospital or school employees can also use Hub’s background check services to screen applicants, with results returned before a lease is signed.
Frequently Asked Questions
Does Hub provide coverage for events at the Camp Ground or near the Flying Horses Carousel?
Yes. Hub can provide Unarmed Security Guards for events and high-foot-traffic periods around Oak Bluffs’s historic sites and harbor district.
Can Hub patrol a seasonal rental property in Oak Bluffs while the owner is away?
Yes. Hub’s Mobile Patrol Services and Residential Community Security are built for seasonal Vineyard properties that sit vacant part of the year.
Does Hub work with Oak Bluffs businesses near the ferry terminal?
Yes. Hub provides both unarmed guard and patrol coverage for harbor-area and downtown Oak Bluffs businesses, particularly during the busy summer ferry season.
How do I request a quote for Oak Bluffs?
Request a quote online or contact Derek Kreymer directly.
Ready to discuss security coverage for your property in Oak Bluffs? Request a free consultation or call Hub at (617) 857-1200 to speak with our team today.