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LONG ISLAND’S EAST END

Montauk, Shelter Island, North Fork, Hamptons, Orient

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

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 are 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.

 

NORTH FORK

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

Shelter Island, in the language of its original inhabitants, the Manhasset, 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, plus 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.

 

SOUTH FORK

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.

 

MONTAUK

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, and utilize and approach your environment. 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.

NORTH FORK

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

Shelter Island, in the language of its original inhabitants, the Manhasset, 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, plus 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.

 

SOUTH FORK

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.

 

MONTAUK

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, and utilize and approach your environment. 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)

Weather | Sun

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

Includes

  • 4 Days (with optional 5th day)
  • Travel, landscape, seascape, nature and people photography
  • Professional photographer | guide
  • Photo walks & discussions
  • Small group size (4-6 guests)
  • Fine accommodations
  • Breakfasts
  • 2 Dinners
  • Local transportation

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.

Accommodations

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

Long Island Prices & Dates

Long Island & Oheka Castle Prices & Dates

Photographer Leader

Photographer Leader

Jerry Adamo

November 16-19/20, 2023
November 14-17/18, 2024

*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 upscale boutique hotels in the 4 and 5-star category. Not all destinations offer these types of properties. We look for unique hotels that 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. In Cuba, we stay in upscale family-owned Casas (bread & breakfasts). On all of our tours, breakfast is almost always included, but not guaranteed. Meal categories listed include (B) for breakfast, (L) for lunch, and (D) for dinner.

ITINERARY

LONG ISLAND 4 DAYS + 1 OPTION

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 early checkout. If time permits we’ll explore a little more on Shelter Island before catching the south ferry off the island and 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 its 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.

Afterward, 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 or 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 photo shoot 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 points west can travel via the LIRR, Uber or taxi (the LIRR Cold Spring Harbor train station is just minutes from Oheka).

(B) Breakfast, (L) Lunch, (D) Dinner, (E) Excursion

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

OPTIONS AND BENEFITS

Pricing

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.

Private Guided 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 the internationally recognized Travelex Travel Insurance Company, as well as evacuation and medical transportation insurance through MedJet, one of the best in the industry.

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 learn more about why you should consider travel insurance.

Rewards Program

Start earning points today and SAVE $200 - $900 off future trips!
Simply register for one of our amazing photo adventures and begin earning points today!

How The Program Works
For every adventure reservation you make with Photo Workshop Adventures, you earn valuable points which you can redeem on your next trip. This is a great way to save up to 8% off future trips. Our Rewards Program is designed with three tiers: Orange, Gold and VIP Members. Points may be applied towards balance payments on your next trip, or you may choose to accumulate points for a free trip in the future.

ORANGE REWARDS
All guests begin with our Orange Rewards Program (Level 1), which earns 4 points for every dollar you spend. You begin earning points immediately after your first trip. A $5,900 spend earns 23,600 points with a value of $236 USD.

GOLD REWARDS
With our Gold Rewards Program (Level 2), you earn 6 points for every dollar you spend. Orange Members who reach 120,000 accumulated lifetime* points (approx. 4-6 trips), automatically move up to Gold Rewards. A $5,900 spend earns 35,400 points with a value of $354 USD.

Additional Gold Benefits:

  • Earn up to double points during promotional events
  • Advance notifications for upcoming adventures and special offers

VIP REWARDS
With our VIP Rewards Program (Level 3), you earn 8 points for every dollar you spend. Gold Members who reach 350,000 accumulated lifetime* points (approx. 8-12 trips) move up to VIP Rewards. A $5,900 spend earns 47,200 points with a value of $472 USD, (8+/-% discount).

Additional VIP Benefits:

  • Earn up to double points during promotional events
  • Advance notifications for upcoming adventures and special offers
  • Ability to Gift or Transfer points to others
  • Receive complimentary airport transfers at the destination location*

Redeeming Your Points
Redeeming your points couldn’t be easier. You can always log in to your account to check your points balance. When you are ready to book your next trip, register and pay your deposit. When you go to pay your balance you will be given the option to apply your points and receive a discount.

THINK ORANGE Magazine

Subscribe to our Think Orange Magazine and eNews. 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 Cards

Give someone you know a Gift Card, good toward any of our Photo  Adventures, Photo Tours, Private Guided Tours, Online Courses, Prints or Merchandize. Our beautifully personalized eGift Cards and 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.

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