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Entire house boat

Paradise on the Great South Bay

Photo gallery for Paradise on the Great South Bay

Stroll along the serene boardwalk surrounded by lush greenery and trees.
Relax on the boat's deck, featuring a seating area with striped cushions and a table, steering wheel, and navigation chart.
Enjoy a drink at the bar, surrounded by comfortable seating and a warm atmosphere.
Moored at the pier, this boat offers a cozy cabin with windows and a covered area.
Cozy cabin interior with a wooden deck, steering wheel, and seating area.

Entire house boat

2 bedrooms2 bathroomsSleeps 2

Popular amenities

  • Pet-friendly
  • Air conditioning

About this property

Entire place

You'll have the entire house boat to yourself and will only share it with other guests in your party.

Paradise on the Great South Bay

Come aboard this classic, beautifully appointed 36 foot trawler with 2 bedrooms, 2 baths, full galley and comfortable salon. Beautiful teak interior woodwork throughout. Ample outside space, including covered flybridge.

No detail overlooked to make your stay amazing!!!

Choose from 2 ideal locations: Sailor's Haven or the Pines. Both offer access to Fire Island's pristine shoreline. SH includes on-site snack, bar, store and option to walk/water taxi to neighboring communities. The Pines marina is centrally located in the heart of town. Each location has easy ferry and water taxi access on site.

Note: Dates are subject to marina availability, which we will confirm upon inquiry.

Property manager

Jen Firlings and Tim Smith

Languages

English

Add dates for prices

Property amenities

Internet

  • Available in the accommodation: WiFi

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Towels provided

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

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Property grounds

Amazing location with private hot tub!

  • Hot tub
  • Kitchen
  • Free WiFi
  • Air conditioning
10.0 out of 10, Exceptional, 2 reviews
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Policies

Check-in

Check-in time starts at 12:00 PM
Minimum check-in age - 21

Check-out

Check-out before 9:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 23 kg per pet)

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Map
Cherry Grove, NY

What's nearby

  • Cherry Grove Community House and Theatre - 3 min walk - 0.3 km
  • Carrington House - 16 min walk - 1.4 km
  • Sailors' Haven - 9 min drive - 1.5 km
  • Sunken Forest - 14 min drive - 2.2 km
  • Heckscher State Park - 54 min drive - 26.9 km

Getting around

  • Oakdale Station - 9 min drive
  • Islip, NY (ISP-MacArthur) - 19 min drive

Restaurants

  • Blue Whale
  • Kingston's Clam Bar
  • The Shed Restaurant
  • South Shore Dive
  • Canteen

Frequently asked questions

Is Paradise on the Great South Bay pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Paradise on the Great South Bay?

Check-in begins at 12:00 PM.

What time is check-out at Paradise on the Great South Bay?

Checkout is at 9:00 AM.

Where is Paradise on the Great South Bay located?

Situated in Sayville, this houseboat is within a 5-minute walk of Cherry Grove Community House and Theatre and Great South Bay. Carrington House and Sailors' Haven are also within 1 mile (2 km).

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Paradise on the Great South Bay Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Dustin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

I’m on a boat!!

Just amazing experience from start to finish!
Stayed 3 nights in Jul 2025

10/10 Excellent

Ted E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome experience

Being in one of our favorite places and being on a house boat made this trip so memorable. Tim and Jen were great hosts and very accommodating. I highly recommend if you want to live the sea life. Hope to be back soon!
Stayed 3 nights in Jul 2023

10/10 Excellent

James O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay. perfect location

We had an amazing time on Tim and Jen’s boat. Located in peaceful sailors haven, we were able to enjoy some tranquil evenings and morning while still being a quick walk or water taxi to the other fire island beaches. Tim and Jen were the most gracious hosts. They provided us with everything we could’ve needed and more! Showed us all the ins and outs of staying on a boat. It was such a cool experience. Looking forward to booking with them again!
Stayed 4 nights in Jul 2023