Blue Flag Capital Opens 34-Key Oyster Estate

Blue Flag Capital has expanded its Long Island footprint with the opening of Oyster Estate, a 34-key boutique hotel in Greenport Village developed alongside in-house operator Collared Martin Hospitality [1]. Reimagining the former Greenporter Hotel, the property preserves the original building structure while introducing entirely revamped guestrooms, a central courtyard pool, and a dedicated vinyl listening venue [1].

What was the conversion approach for the Greenporter Hotel?

The conversion strategy centered on preserving the physical building while totally replacing interior finishes and operational programming [1]. Brad Guidi, co-founder and chief development officer of Blue Flag Capital, explained that the team kept the bones of the property intact while redesigning the guest experience around local maritime heritage [1]. As reported by Hotel Business, the overhaul encompasses all guestrooms, bathrooms, common public areas, the swimming pool, and the on-site food and beverage facilities [2].

Blue Flag collaborated with Islyn Studio to execute an aesthetic inspired by historic coastal Long Island bay houses [1]. Public spaces avoid a standard single-desk layout, unfolding instead as a sequence of residential-style living rooms [1]. Designers incorporated hay plaster ceilings referencing area salt marshes, dried local flowers pressed into lobby floor tiles, regional ceramics, and extensive wood millwork to root the asset in its North Fork setting [[1], [2]].

How does the property differentiate its guestroom and amenity mix?

Guestrooms balance residential styling with branded lifestyle amenities designed to drive RevPAR premiums [1]. In-room appointments include Parachute Home linens and bathrobes, Salt & Stone bath items, Tivoli Bluetooth speakers, and Fellow tea kettles [1]. Accommodations also include minibars, minifridges, and complimentary coffee and tea [1]. Outside the rooms, a central courtyard, patio, and swimming pool serve as the property's primary daytime hub, transitioning into an evening gathering venue [1].

What is the asset's food and beverage revenue strategy?

Food and beverage operations center on Fortune Favors, a dedicated dining and nightlife concept opening in late September [1]. The venue functions as a signature cocktail bar, restaurant, and dedicated vinyl listening room featuring a custom-engineered sound system [1]. The dining menu pairs Asian-inspired cuisine with local Greenport ingredients under saturated color palettes and low lighting [1]. Eric Freitas Orford, managing director, New York, noted that the venue aims to provide continuous revenue by serving neighborhood residents alongside hotel travelers throughout the full calendar year [[1], [2]].

Where does Oyster Estate fit in Blue Flag Capital's portfolio?

Oyster Estate marks Blue Flag Capital's third hotel delivery on the East End of Long Island during 2026, according to coverage in eHotelier [1]. Earlier in the season, the firm opened Hotel Corduroy in Montauk and Faraway Sag Harbor along the Sag Harbor waterfront [1]. Outside the regional cluster, Blue Flag expanded into mountain resort real estate with Faraway Jackson Hole in Teton Village, Wyoming [1]. Jason Brown, co-founder and chief executive officer of Blue Flag Capital, stated that the company targets properties with historical roots in markets carrying established community identities [1].