On August 26 ’17, the S.S. Gatsby docks in Portsmouth harbor. Come aboard for the 5th Annual Gatsby on the Isles, a 1920s bash on the high seas, featuring live music by the Wolverine Jazz Band, lawn games, and a picnic on the Isles of Shoals. Join us for just the day or spend the night on the island for an evening of dancing at the historic hotel. It’s a summer jaunt guaranteed to be the bee’s knees.


SOLD OUT. Visit the island for a seaside Jazz Age excursion Saturday, 8/26. ($48.) Discounted tickets are available for children ages 5 to 12 years old ($38). Infants ages 4 and younger are free but require tickets for the passenger list. Click Here to Buy Your Saturday Day Trip Tickets.


SOLD OUT…but waiting list available. Saturday 8/26 and Sunday 8/27: Join us for the Saturday afternoon island party and then stay Saturday overnight at the historic island hotel for a vintage weekend featuring a hot jazz soiree and more (per person $235 shared room, $295 single room. Steamship fare, hotel room, meals, and evening entertainments included.) Click here to register at the Oceanic Hotel.

Please note: Tickets sell out every year well in advance of the event. Buy your tickets early to ensure you’ll be able to join us on the island!

Gatsby Group Shot on Stairs

The Gatsby on the Isles Crew, August 2016. See more photos of the event below and click here to watch a vintage video of our island party produced by New Hampshire Chronicle on WMUR News 9 ABC.

The Itinerary.

Our party will gather at 10:00 am on Saturday, August 26 at 315 Market Street in Portsmouth (the Isles of Shoals Steamship Company). The ship boards at 10:25. We’ll arrive at Star Island at noon and have the rest of the day to carouse and explore the Victorian hotel and island. The day includes a 1920s jazz band, refreshments, lawn games, and a 1920s-style beach party. Day trippers board to depart Star at 3:30 pm, arriving back in Portsmouth by 5:15 pm. Guests may book advance reservations at the hotel to spend the night for an evening of dining, dancing and delightful company. Overnight guests will depart for the mainland on Sunday August 27 at 3:00 pm and arriving at 4:45 pm. All ages are welcome. See the complete schedule here.

What to Wear.

Sheiks and shebas, get up in your glad rags like it’s 1927. Ladies: Doll up in your favorite summer flapper dress and cloche hat. Gents: Wear your best seersucker or linen, a sharp tie and your snappiest straw hat. If you like, bring a change of formal evening clothes for the hot jazz soiree that evening.

What to Bring.

Bring your picnic lunch Saturday afternoon and your favorite vintage accoutrements. Since Gatsby guests each year bring a smorgasbord of picnic fare, we will have a potluck luncheon buffet this year for those who wish to share their picnic delicacies. Dust off your vintage picnic, croquet, and bocce sets, antique beach chairs and umbrellas, and musical instruments (for those wishing to jazz up the weekend). Each year, we also have our vintage bathing party on the Gosport Harbor beach – kudos if you bring your period wool or reproduction swim suit. Also: Please note that the Thomas Laighton has limited space, so large items may not be possible to bring aboard.

Invite your friends and spread the news. Last year’s event was a roaring success with over 100 guests, so don’t miss this darb summer tradition on the seacoast.

Sponsored by Old as Adam Antiques & Vintage Haberdashery, 33 Ceres Street, Portsmouth, NH.

Music by the Wolverine Jazz Band
Click here to hear to hear them perform.


Regarding steamship passage, departure and arrival times, parking, etc., please contact the Isles of Shoals Steamship Co. at (800) 441-4620

Regarding overnight accomodations on Star Island, dining options, room registration, etc., please contact Star Island at (603) 430-6272

For general event questions, please contact adam@oldasadam

Follow the Gatsby on the Isles Facebook page for updates.

Parking Information

Parking will likely not be available at the Isles of Shoals Steamship Co. lot given passenger volume, but there are a number of other locations in Portsmouth to park. The Connect Community Church parking lot (200 Chase Drive, on your left coming off of 95) is a ten minute walk from the dock. The downtown garage and other lots are also available, but parking in Portsmouth is notoriously tricky, so do plan ahead. For all parking questions and parking availability at the Steamship Co. lot, please call (800) 441-4620. Here’s a map of parking downtown:

Our Weekend Schedule of Events.


Gatsby Snapshot Album.

Gatsby Bathers




Gatsby Trumbone 3


Adam and Zelda

Gatsby 2016 Photo Credit: Jennifer Moore @recovergirl &