Golden Pineapple Bed and Breakfast

201 Liberty Avenue , Port Jefferson, NY 11777 USA (Show map)


Beautiful Colonial Victorian home located within walking distance to the bustling downtown Port Jefferson Village and the harbor side. In the village reside various shops, restaurants, museum, theatre, etc. Wake up to a delicious full served hot breakfast to start the day. Experience a health conscious and environmental friendly Bed and Breakfast, a place where you will leave healthier and rejuvenated. Make it your health retreat, in-house acupuncture/Massage therapy ( available upon request. Contact us for off-season special rates.

Inquire today!

Innkeepers: Tom and Jennifer Simko



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  • Guest room4.4
  • Service4.6
  • Value4.2
  • Cleanliness4.6
  • Onsite Dining4.4

Quaint and Quiet

5 on September 01, 2015

Just stayed for two nights. Tom is a superb host, steering us daily to local places of interest and conjuring up delicious, satisfying breakfast each morning. Garrett is a wealth of information, eager to share if encouraged. Clean, quiet, and accommodating we would recommend the Golden Pineapple without reservation.

Was not happy with our stay

1.4 on July 29, 2014

My husband and I recently stayed at this B&B. We were told that we could check in at 3pm. We arrived at 5:15 and were told our room was not ready. We had just driven 7 1/2 hours and really needed to freshen up. We opted not to have the breakfast so I can't review that - although the pictures look lovely. Our room was cramped, had mismatched furniture, one window didn't have a curtain there was a shade and an empty curtain hanger (I found the curtain in a cabinet in the room) the bathroom shade was dirty and torn. The sheets on the bed had stains on them, the mattress was old and the pillows were flat and old also. The pictures were hung to hide nail holes - one was a classic tree sort of oil painting the other was a modern geometric design and then next to that a star ornament! There was a ball of hair on the bathroom shelf someone must have discarded after cleaning their brush. From the reviews I would say the other rooms must be in much better shape then the Gold Room we stayed in. The yard was a mess - weeds in place of flowers, the window boxes had fake flowers in them. The parking area had 5 of the owners cars and a golf cart. There was 3 spaces available for the rooms - very tight parking - the second night we had to park on the street because there was no room for our car in the lot. The dog had gone to the bathroom in the lot. I would not stay here or if you do make sure either the Gold Room has been remodeled or make sure you get one of the other rooms. This room was way over priced - and really not worth the money.

Golden Pineapple Bed and Breakfast

5 on December 20, 2013

Great escape. Loved my corner of the world. Quiet, charming, peaceful and relaxing. Beautiful thing to look at.

Must stay!!

4.6 on September 03, 2013

Tom, Jennifer, Garret and Thai-chi were excellent hosts. Great accommodations. Great organic breakfast and exceptional hospitality. You must stay.

Thank you

5 on August 16, 2013

We really liked our stay here. We could really think of coming back. Thank you.

My stay

4.0 on June 12, 2013

I selected this B&B because of the reviews it had received and helpfulness of the owner. They accommodated my needs with a suite. Thanks for a lovely stay.

Outstanding Experience

5 on June 06, 2013

We stayed at the Golden Pineapple for our Valentine's weekend getaway and had our best bed & breakfast experience. The home was very welcoming, lovely, and quaint. The service and breakfast was top notch. Our visit was an overall great experience.

Thank you for this time!

5 on June 06, 2013

We liked staying here and would be happy to come back. Your B&B and your house was really nice.


5 on September 24, 2012

Beautiful rooms, great food and very personable host and hostess.

Awesome place!

5 on January 23, 2012

The accommodations were outstanding -- better than a hotel. Food was delicious. A great place to go.

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Location Type

Harbor Side, Downtown, Small town, Suburban, Village, Wine country


New York, NY (LGA-LaGuardia)

Directions to property:

25A east (~4 miles) Right turn onto Barnum Ave at bottom of hill as you enter Port Jefferson Right turn at T intersection onto Main St First right onto Liberty Ave First Left to continue on Liberty Ave Enter first driveway on right, into parking area in rear of house Use front entrance

Area Attractions

Amusement Park, Antique Shopping, Aquarium, Art Galleries, Beach, Gourmet/Fine Dining, Historical interests, Live Music, Movie Theater, Museum, Nature area, Ocean, Labyrinths, acupuncture, SUNY Stony Brook University, Yoga studios, Farm, golf courses, Outlet Stores, Performing Theater, Picnic area, Religious Services, Vineyard, Winery

Inn Details

Establishment type

Other, Private Home Bed and Breakfast

On-site amenities

Board games, Computer, DVD Player, Fax Machine, Fireplace, Internet Service, Library, Piano, Satellite/Cable TV, TV, Telephone, VCR, Videos, Wi-Fi , In-House Acupuncture & Massage, Outdoors Games, Free Parking on Premises & Street, Informal Discussion on Alternative Fuels, Organic Gardens

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Hairdryer, Ironing Board, Radio

On-site activities

Bicycles, Boating, Canoeing, Fishing, Golfing, Golfing, Shopping, Antique hunting, Labyrinth walk, Meditation, Yoga, Health and Wellness Workshops, Sailing, Shopping, Sight-seeing, Swimming

Contact Innkeeper


  • Check In:: 2-4 pm
  • Check Out:: 11 am
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only Smoking only outside and away from entrances
  • Drinking Allowed: Outside only
  • Alcohol Provided Outside only
  • Suitable For Children: Limited Please call for details
  • Childcare Provided: Limited May be arranged ahead of time
  • Guest Pets Allowed: No Call for details
  • Disabled Access No

Terms and Conditions

  • Minimum Stay: Summer months may have 2 nights minimum on weekends, varies for Holidays
  • Accepted payments Other, VISA, Mastercard, Personal checks, Travelers checks, Cash
  • Deposit Amount Required: A 50% deposit is required for 2 or more nights reservation. A full deposit is required for a 1 night reservation. Please call for more information.
  • Cancellations: There is a non-refundable 25% service charge for all cancellations. Notice of less than 7 days will forfeit full deposit (50% of the nights reserved) for 2 or more night reservations. Notice of less than 7 days for 1 night reservations will forfeit full cost of a one night stay. Cancellation fee (less the non-refundable 25% service charge) will be waived if another party fills the reservation. All cancellation notices must be confirmed by an innkeeper, Tom or Jennifer. Unconfirmed email or phone message cancellation are not valid. Please inform us if you should need a late or early check-in. Without reasonable notice, arrivals 3 hours later than scheduled are subject to release of the room and/or liability for the full cost of the reservation. Changes may apply. Please call for updated policy.



Tom and Jennifer Simko

Languages spoken

Cantonese Chinese, English

Resident Pets

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Home Cooked Organic Health Conscious

  • Cost: see details
  • Time Served: 8:30-9:30 am
  • Serving Location: Outdoors on the Deck, Breakfast/dining area

Special meal options

Low fat , Restrictive , Vegetarian , Organic Whole grain

Signature Dish

Tom's Pancakes
Whole wheat or multigrain pancakes with seeds and nuts. The most delicous and healthy pancakes you have ever had. They are so good you won't believe they are actually good for you.