September 17-20, 2020

September 16-19, 2021

Travel, Landscape, Seascape, Nature and People Photography


  1. -4 Days

  2. -(optional 5th day)

  3. -Only 4-6 Guests

  4. -Photographer | Guide

  5. -Fine Accommodations

  6. -Breakfasts

  7. -2 Dinners

  8. -Local Transportation



Long Island’s East End

Montauk, Shelter Island, North Fork, Hamptons, Orient

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A focus on nature, seascape, vineyards, people and historical Americana.

Long Island East End Photo Adventure Vacations – Inspire, Create and Learn.

Experience a World-Class Photo Adventure on Long Island’s stunning East End, located about 80-118 miles east of Manhattan. Made up of the North and South Forks, the East End dates back to the early 1600’s when the British settled there, and before that when Native Americans called this fertile land their home. The charm of the North Fork, the tranquility of Shelter Island, the sophistication of the South Fork, and the innocence of Montauk, all lend to its unique personality. From a photographer’s perspective, there are countless opportunities to capture images that tell a story. From the roadside farm stands and the farmers that have worked their fields for generations, to the world class vineyards, which have slowly replaced many of the farms. The East End is not just home to farmers and wineries, but to artists, fisherman, boat builders, horse trainers, marina operators and many mom and pop main street businesses. Its landscapes are breathtaking, its seascapes are captivating, and its people, genuine and inviting. Long Island is home to Photo Workshop Adventures, so what better place to offer a world-class photo adventure, then in our own backyard. Join us for an adventure of a lifetime on Long Island’s East End.


Eastern Long Island’s North Fork has the sophistication of a young Napa Valley and the seaside charm of small town New England. There is the hubbub of the Hamptons (the South Fork), the suburban doldrums of the North Shore (due west), and the pulse of Manhattan (75 miles east). None of that exists on the North Fork. It has its own personality. Here you will find emerging wineries, rolling farmland, quiet beaches, and old Victorian estates that set the scene for an ultra laid-back affair. Furthermore, the North Fork has about 50 wineries from Jamesport to Greenport, ranging from family-owned single vineyards to corporate estates, and overall produces award-winning merlot, cabernet franc, chardonnay, and sauvignon blanc.


Shelter Island, in the language of its original inhabitants, the Manhansets, meant “an island protected by islands.” It lies between the North and South Forks of Long Island, and the feeling of protection from overcrowding and rough seas remains to this day. Its recorded history dates to the 17th century and the Caribbean sugar trade. It is reachable only by ferries, from Greenport on the North Fork and North Haven on the South Fork, private boats and seaplanes. The island — about 12.5 square miles of wetlands, forests, beaches, golf courses, marinas and homes ranging from modest cottages to the grandest of mansions — is home to about 2,400 year-round residents, according to the 2010 census — a number that grows to 12,000 by various estimates in the summer. Still, with one-third of the island set aside as a nature preserve, it remains a bucolic place beloved by long-timers and newcomers alike.


The South Fork of Long Island has a long legacy as a vacation spot for sophisticated, affluent visitors. It offers a splash of well-dressed people, St. Tropez style beach clubs, wineries that offer a fun social scene, farm stands that support the penchant for lovely in-home dinner parties, and boutiques that carry unique, high end goods. Typically, when people think of the Hamptons they have an image of the South Fork in their mind. This stretch of Long Island contains a series of quaint villages and gorgeous mansions that dot the land until it ends at Montauk Point. The most famed are West Hampton, Southampton, Bridgehampton, Sag Harbor, East Hampton and Amagansett. There are many other smaller hamlets whose town centers are also worthy of exploring.


First came the fishermen. Then came the surfers. Now the formerly scruffy enclave of Montauk, at the easternmost point of Long Island, has been colonized by fashion-forward boutiques and hotels that are one-upping the rest of the Hamptons with a refreshingly relaxed sense of style. The best time to head to “the End,” as locals call it, is in the fall, when the weather still sparkles and the crowds have cleared out. Located 118 miles (189 km) east of Manhattan, Montauk has been used as an Army, Navy, Coast Guard and Air Force base. The Montauk Point Light was the first lighthouse in New York state and is the fourth oldest active lighthouse in the United States. Montauk is home to one of the largest commercial and sport fishing fleets in the United States. Surf fishermen from all over come to Montauk Point for a shot at an award-winning Striped Bass or Bluefish.

This adventure is designed not only to guide you to the most photogenic locations carefully planned for the best light, but to aid you in mentally visualizing a scene before capturing the decisive moment. Our aim is to raise your awareness and spark your creativity so that you not only go home with images to be proud of, but use your new found skills to improve and expand your photographic technique in general. Apart from the technical aspect of learning your camera settings and capabilities, you will learn how to turn an ordinary image into an extraordinary image by using your own creativity.

In addition, you will become knowledgeable on how to survey the landscape, utilize and approach your environment, photograph people indigenous to the region and the cultural considerations and challenges of photographing in a foreign country. Our time together will include individual and group discussions, inspiring ideas and great fun. We cannot think of a better location to express your creativity than on Long Island’s East End.


Group Size

4-6 Guests

Experience | Difficulty

Beginner, amateur, enthusiast and semi-pro photographers

DSLR, mirrorless, compact or iPhone cameras

Moderate schedule

Travel by car, minibus and ferry

Minimal elevation changes and moderate walking

(non-photographers also welcome)

Photographer | Guides

Jerry Adamo  September 17-20, 2020

Jerry Adamo  September 16-19, 2021

Weather | Sun

September - Temps 75/60 F  23/16 C  Sunrise 6:42 | Sunset 6:57 (18:57)


Travel, landscape, seascape, nature and people photography

Professional photographer | guide

Photo walks & discussions

Small group size (4-8 guests)

Fine accomodations


2 Dinners

Local transportation


Shelter Island - SEVEN Guest House, Ram’s Head Inn or similar

Montauk - Hero Beach Club, Montauk Yacht Club Resort, Ruschmeyer's or similar

Jamesport - Jedediah Hawkins Inn or similar (optional 5th day)

(optional late departure) Cold Spring Hills - Oheka Castle

(optional early arrival) New York City - Bowery Hotel, Ludlow Hotel or similar

Travel Information

NYC Airports: LaGuardia (LGA), John F Kennedy (JFK) or Newark, NJ (EWR) - Transfer time: 1hr

Long Island Airport: MacArthur, New York (ISP) - Transfer time: 1hr

For Transfers, use the Hampton Jitney Bus Service

Our adventure begins at 11 AM on the first day and ends at noon on the last day.

Travel Visa: A visa may be required depending on your nationality. Go to Visa Map to find out.



Photo Adventure Vacation | September 17-20, 2020:  $4,295

Photo Adventure Vacation | September 16-19, 2021:  $4,595

Single Supplement:  $500

Optional 5th Day (Monday):  $995

(Optional) Early Arrival Hotel Room:  $350 (LI)  $450 (NYC)

(Optional) Late Departure Hotel Room:  $350 (LI)  $450 (NYC)

Deposit:  $1000


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*All prices are per person and based on double occupancy. Please select single occupancy for a private room. For your convenience we offer optional early arrival and late departure accommodations so you can extend your stay before or after the trip. We typically stay in boutique hotels in the 4-star category. Not all destinations offer these types of properties. We look for unique hotels which offer cultural, historic and/or authentic features. Depending on the size of the group, smaller boutique hotels may have limited room inventory. In some countries or in remote locations, we may be limited to lodges or branded chain hotels. Breakfast is included only if included in our room rates.


Day 1 - Mattituck - Greenport - Orient - Cutchogue - Shelter Island

Welcome to Long Island and our Long Island East End Photo Adventure. We begin by exploring the vineyard region on the North Fork working our way through Mattituck, Cutchogue, Southold, Greenport and Orient. Before getting to Orient we will stop for lunch and discuss PWA’s “10 Guiding Principles to Great Photography” and our “THE ART OF SEEING” photographic technique. After lunch we will head to Orient and Orient Point (the tip of the North Fork) where we will explore the tidal waters and beach area facing Gardiners Bay. Before departing the North Fork we will explore the quaint town of Orient. By the late afternoon we will depart the North Fork via ferry, crossing the Peconic Bay for our arrival on Shelter Island. As the daylight hours come to a close we will head to Sunset Beach to shoot the sunset. After we will celebrate with a “Welcome Dinner” at one of our favorite restaurants on Shelter Island. (D)

Transfers to the East End: Guests coming from New York City, area airports and point west will meet at the Jamesport jitney station or Mattituck train station. Specific details to follow.

Day 2 - Shelter Island - Sag Harbor - East Hampton - Montauk

We are up early for a sunrise shoot in Dering Harbor followed by a drive out to Ram’s Head for some Osprey and seascape photography. Breakfast back at our hotel and an early checkout. If time permits we’ll explore a little more on Shelter Island before catching the south ferry off the island an onto the South Fork. Once on the South Fork we will explore the historic whaling port of Sag Harbor. The whaling ships have been replaced with mega yachts belonging to the rich and famous. Here you will begin to notice the difference from the north and south forks, and Shelter Island which acts as a tranquil buffer. We’ll explore Sag Harbor, Bridgehampton and East Hampton before making our way out to Montauk and checking into our comfortable and fun beach resort. A sunset shoot at Navy Beach followed by dinner. (b)

NOTE: If weather conditions permit, we will explore the possibility of Milky Way photography out at Montauk Point during the nighttime hours.

Day 3 - Montauk

We’re up early for our drive in the dark to the southern bluffs of Montauk Point where we will shoot the sunrise. From high up above the surf we will capture the sunrise over the Atlantic Ocean. Shortly after sunrise we will make our way down to the beach to photograph the streaming light as it hits the bluffs and rocks, as well as early morning surfers on the beach. We’ll have breakfast back in town at one of the local breakfast restaurants. While the light is still low we will explore the Montauk Boat Basin where the commercial fishing boats have arrived with the morning catch. In the afternoon, with the light at it’s worst, we will experiment with lifestyle, beach and people photography. After we’ll attempt to do a critique of our photos to date, assuming you’ve had the time to download and edit images. In the late afternoon we’ll head over to Ditch Plains Beach to catch surfers working the waves. For tonight’s sunset we’ll go to the opposite side of Lake Montauk where we will photograph the sun setting behind the harbor and commercial fishing boats, sport fishing yachts and the U.S. Coast Guard Station. Afterwards we’ll celebrate with a “Farewell Dinner” on Lake Montauk. (B) (D)

Day 4 - Montauk - East Hampton - Shelter Island - Jamesport

On our final morning we will once again set out early for Montauk Point, only this time we will walk the rocks right under the lighthouse where surf fisherman will be casting for bluefish and stripers. We will focus on sunrise seascapes, long exposure and silhouettes. If the conditions are right, this is a magical moment not to be missed. After we’ve exhausted the light possibilities we’ll head back to town. On the way we’ll stop at the oldest cattle ranch in the United States and photograph horses and cowboys. Breakfast back in town followed by our hotel checkout. As we head west from Montauk we’ll be sure to stop to capture an occasional shot of two if the light is good. Upon arriving in East Hampton we will bid farewell to those guests who are departing on day four. By late morning you will depart East Hampton via the Hampton Jitney or the LIRR to NYC, area airports or local hotels. (B)

OPTIONAL EXTENSION: For those continuing on for the Day 5 Extension, we will take the ferry back across to Shelter Island and onto the North Fork. Once back on the North Fork we will enjoy lunch and wine tasting at a local winery. We end the afternoon at the amazing Jedediah Hawkins Inn where we will be staying. Surrounded by 22 acres of fragrant gardens and farmland, Jedediah Hawkins Inn is a luxurious boutique hotel, celebrated for its history, genuine hospitality and delicious food and wine. Here you will want to stroll the gardens, savor a glass of local wine in the gazebo and explore the neighboring vineyards, farms and beaches of the North Fork. Captain Jedediah Hawkins built his home in 1863 in the popular Italianate style, complete with ornate architectural features and a belvedere. It was one of the finest residences on the North Fork. After having fallen into disrepair and becoming “haunted”, the house was saved from the wrecker’s ball and meticulously restored. In the evening we will photograph the property before exploring Mattituck Harbor for a twilight and sunset shoot. On our final night we will enjoy a wonderful world-class dinner at the hotel. (B)

Day 5 - (optional) Jamesport - Oheka Castle

On day five we sleep in for a well deserved rest. We’ll enjoy Jedediah’s wonderful B&B breakfast before checking out and heading back towards New York City where. We’ll have lunch at Oheka Castle followed by a photoshoot on the grounds of the estate. Oheka Castle is located on the north shore of Long Island and was the country home of investment financier and philanthropist Otto Hermann Kahn and his family. The name Oheka is an acronym of its original owner's name Otto Hermann Kahn. The mansion was built by Kahn between 1914 and 1919, and is the second largest private home in the United States, comprising 127 rooms and over 109,000 square feet (10,100 m2), as originally configured. Today, the castle is a historic hotel, with 32 guest rooms and suites, and is a popular wedding venue for socialites, celebrities, and dignitaries, as well as the backdrop to many photo shoots, television series and Hollywood films. Our day ends after lunch. (B)

Guests returning to New York City, area airports and point west will meet at can travel via the LIRR, Uber or taxi (the LIRR Cold Spring Harbor train station is just minutes from Oheka). If you you booked a late departure

May all who come as guests... leave as friends®

  Options and Benefits

Private Guided Tours & Adventures

We offer amazing private guided photo adventures, cultural tours and vacations for individuals, couples, families and groups. We can customize any of our published adventures, as well as others, to meet your individual needs, schedule, budget and interests. This may include the finest 5-star accommodations, business-class travel, and private guides and fixers who are able to make the impossible possible. If you are not interested in a photo-centric vacation, but you love our approach to private travel, we will be happy to design and deliver an amazing adventure focused on travel, culture and cuisine. Click here to request a quote. Feel free to call us at 1-888-834-0288 or contact us for more information.

Travel Insurance

We offer travel insurance through Travelex. The cost for travel insurance can be as low as 4% of the total trip cost, depending upon age and other factors. Knowing you have trip cancellation coverage can make a big difference should you have to cancel for some unforeseen reason. Travelex Insurance Services is a BBB Accredited business with an A+ rating. Click here to get a free quote.

Blog & eNews

   Subscribe to our Think Orange Blog and eNews. PWA THINK ORANGE is a wonderful mix of stories and tips related to travel, photography, adventure, culture, art, technology, cuisine, lifestyle, people and more. Our objective is to immerse you in a world you may only fantasize about. Raise your awareness and inspire your creativity. Perhaps even help make you a better photographer. We deliver similar experiential experiences that our guests enjoy on our photo adventures. Like all of our adventures, our blog is “photo-centric”, while also allowing you to experience all the nuances and cultural aspects of travel and adventure. Welcome to our world. We hope you enjoy. Our eNews is a great way to receive information about upcoming photo adventures, exciting new destinations, photography tips, special offers and more. Subscribe today!

Gift Certificates


Give someone you know a Gift Certificate, good toward any of our Photo Adventures, Photo Tours, Private Guided Tours, Online Courses, Prints or Merchandize. Our beautifully personalized eGift Certificates are delivered to you electronically. They are fully transferable and have a 2 year expiration date. They are available in any amount from $100 to $5000. It makes a great gift for anyone who loves photography, travel or adventure. Order now, or email for more information.

Private Online Lightroom & Photoshop Tutorials

We offer private online Lightroom and Photoshop photo editing tutorials for individuals who would like to improve their post-processing skills. Each is customized to meet your individual needs, schedule, budget and interests. We provide you with one-on-one discussions using online connectivity. Many of our Photo Adventure guests select our online post-processing as an extension to their trip. Click here for more information.

Combination Tours

You can SAVE by combining two or more back-to-back photo adventures. Call us at 1-888-834-0288 or contact us for more information.

Loyalty Club**

All registered guests on 6 day or longer Photo Adventures are automatically enrolled in our Loyalty Club. You will receive a $200 discount on your next Photo Adventure. After attending just 3 Photo Adventures, you’ve reached “Gold” status and a $300 discount good toward future Photo Adventures. After attending 6 Photo Adventures, you’ve reached “Elite” status and a $500 discount good toward future Photo Adventures. Elite status guests also receive other benefits such as additional discounts, special offers, room upgrades (when available), and more. Click here to learn more.

**LOYALTY CLUB: Loyalty discounts only apply to 6 day or longer Photo Adventures. The discount is applied to the Photo Adventure fee when booked directly through our website, and cannot be added to or combined with any “pay in full”, “pay in advance” or “discounted specials”. This discount cannot be combined with any other offer. Your discount will be applied to your final payment. Only one discount per person, per adventure. This discount has no cash value. Polar Adventures are excluded from this offer. Loyalty Club status will be eliminated after 3 years of inactivity.  

NOTE: We reserve the right to change hotels based on availability and pricing. Not included in your rate are alcoholic beverages, unscheduled meals, travel to and from our destinations, airport transfers, travel insurance and any optional excursions you may choose to book on your own or as a group. Breakfast is usually included unless it is not offered in our hotel package. As is standard in the travel industry, all accommodations are based on double occupancy. Please choose the private room / single supplement option if you prefer your own room. Double occupancy can only be offered if you are traveling with a guest. We reserve the right to change events and schedules throughout the itinerary due to adverse weather conditions or complications that may arise that are out of our control. Our number one priority is always the safety of our group.



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