
Montauk Yacht Club
Best for resort recreation, boating, and families who want multiple pools, private beach access, on‑site spa and courts all in one property.
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Montauk Yacht Club is a 16‑acre waterfront resort and marina on Star Island in Montauk with multiple pools, a private beach, marina access, and a floating Cabana Spa — read this if you want a full‑service seaside resort with lots of on‑site recreation. The Harbor Front Inn is a compact, central Greenport harborfront hotel with a seasonal outdoor pool and walkable access to downtown Greenport — read this if you want a small, convenient harbor‑town base for exploring the East End.
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Best for resort recreation, boating, and families who want multiple pools, private beach access, on‑site spa and courts all in one property.

Best for travelers who want a simple, central Greenport location within steps of the harbor, museums, and village restaurants.
When Montauk Yacht Club wins: pick Montauk Yacht Club if you want a larger, amenity‑heavy stay — marina access, three pools (including an adults‑only pool), a private beach, on‑site spa treatments, tennis/padel courts, and multiple dining outlets make it a resort choice for families, boaters, and active travelers.
When The Harbor Front Inn wins: choose The Harbor Front Inn if you want a compact, walkable Greenport base on the harbor with straightforward rooms, free continental breakfast, a seasonal outdoor pool, and immediate access to village sights and ferry/boat activity.
Bottom line: both overlook working waterfronts and suit different trip types — Montauk Yacht Club for a full resort program and watersports, The Harbor Front Inn for central Greenport convenience and short strolls to town.
| Category | Montauk Yacht Club | The Harbor Front Inn |
|---|---|---|
| Overall vibe | Full‑service waterfront resort with marina, multiple activity options and event spaces | Small harborfront hotel focused on downtown Greenport access |
| Location | Star Island on Lake Montauk, private marina and private beach access | 209 Front St, central Greenport on the harbor, steps from local attractions |
| Size | About 106–107 rooms plus historic cottages across 16 acres | 35 rooms |
| Audience / age policy | Mixed‑use family resort; children welcome; adults‑only pool area available | All ages; not adults‑only (minimum check‑in age 21 noted in some policies) |
| Pools | Three pools total: two outdoor (including an adults‑only Ocean Club/Marina Pool) and one indoor pool | Outdoor seasonal pool (open May–September per property notes) |
| Restaurants & bars | Multiple outlets including ALBA Spiaggia (Italian waterfront), The Pool Bar, Yachtys food truck and The Market | No signature on‑site restaurants published; property offers free continental breakfast and common‑area TV |
| Spa / wellness | Cabana Spa (floating wellness cabana; ELEMIS partnership for 2026 season), 24‑hour fitness center, yoga and studio classes | Not published |
| Known for | Hamptons' largest marina, private beach, on‑site watersports and wide event/wedding spaces | Central harborfront location a short walk from Camera Obscura, Greenport Carousel and East End Seaport Maritime Museum |
| Parking & transport | Self parking and some shuttle/transport benefits included with resort/Water Club fee (confirm current terms) | Self parking available onsite (surcharge listed: USD 29/day) |
Montauk Yacht Club sits on Star Island with direct marina access and its own private beach, placing it close to Montauk outdoor attractions.
Choose Montauk Yacht Club for direct marina/beach access and easy water‑based activity.
The Harbor Front Inn occupies a central spot on Greenport’s Front Street, within easy walking distance of the village’s museums, carousel and harbor.
Choose The Harbor Front Inn for walkable access to Greenport’s harborfront and village attractions.
Montauk Yacht Club offers a range of coastal‑modern rooms, suites and historic cottages across more than 100 rooms.
Montauk Yacht Club works for guests who want resort‑scale room variety and cottage options.
The Harbor Front Inn has 35 air‑conditioned rooms with a mix of harbor‑view and balcony configurations.
The Harbor Front Inn fits travelers wanting simple, comfortable rooms and several harbor‑view options in a small hotel.
Montauk Yacht Club provides several on‑site dining outlets with waterfront views and poolside service.
Montauk Yacht Club offers a resort F&B program that covers casual pool bites to full waterfront dining.
The Harbor Front Inn offers a complimentary continental breakfast and places you within walking distance of Greenport restaurants.
Expect a simple hotel breakfast at The Harbor Front Inn and rely on nearby Greenport dining for the rest.
Montauk Yacht Club centers a lot of its guest experience on water and pool amenities.
Pick Montauk Yacht Club if multiple pool options and private beach time are priorities.
The Harbor Front Inn offers a seasonal outdoor pool and pool sun loungers as part of its guest amenities.
The Harbor Front Inn provides a small seasonal pool for guests who want a simple place to cool off after exploring Greenport.
Montauk Yacht Club pairs a floating spa program with fitness classes and occasional poolside music.
Montauk Yacht Club is suited for guests who want spa reservations, scheduled fitness classes and some evening poolside music.
The Harbor Front Inn lists a 24‑hour fitness facility and limited‑hour front desk; no on‑site spa is published.
If you need a hotel gym in town and don’t require a spa, The Harbor Front Inn covers the basics.

Marina access, kayak/paddleboard offerings and full‑service marina make Montauk Yacht Club the clear pick.

The Harbor Front Inn’s Front Street address puts you within easy walking distance of Greenport’s main sights and restaurants.

Montauk Yacht Club has multiple dining outlets from a waterfront Italian restaurant to a pool bar and food truck.

The Harbor Front Inn offers straightforward rooms, free continental breakfast and a seasonal pool in town.
Montauk Yacht Club — it has family‑friendly pool options, kids‑friendly activities, and more on‑site recreation; The Harbor Front Inn is a small town hotel better for short stays and walkable access to village attractions.
No. The Harbor Front Inn is not adults‑only; the property welcomes guests of all ages.
The Harbor Front Inn includes a complimentary continental breakfast in its listing; Montauk Yacht Club’s cooked‑to‑order breakfast is published as available for an additional fee and not included in standard room rates.
Montauk Yacht Club has the Cabana Spa (floating cabana, reservations required). The Harbor Front Inn does not publish an on‑site spa.
Explore how Montauk Yacht Club stacks up against other hotels nearby:
vs. sites like Expedia, Hotels.com and other OTAs ·