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Hamptons & Long Island, NY

Hamptons & Long Island, NY

Widely known for the rich and famous who visit the quaint villages and sparkling beaches, see why people from New York began migrating to Long Island's Gold Coast decades ago.

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The Hamptons & Long Island, NY

Trip Duration: 4 Days

 

 

Trip Inclusions:

  • Meals: 3 Breakfasts, 1 Lunches, 2 Dinners

  • Tour Director

  • Overnight accommodations

  • Deluxe motorcoach transportation

  • Baggaga handling and related gratuities

  • Taxes

 

 

Trip Highlights:

 

Long Island Sightseeing Tour, North Fork, South Fork and Sag Harbor

En route to Sag Harbor, stop at Conscience Point, where a short walk takes you to the historic landing spot where 20 families from Lynn, Massachusetts, settled in June 1640, establishing Southampton, the oldest English settlement in New York State.

 

Upon arriving in Sag Harbor, founded in 1707, you will explore a port once central to foreign and coastal trade. Designated by President George Washington in 1789 as an official port of entry into the United States, Sag Harbor's illustrious history will be described as you view its immaculately restored neighborhoods and local treasures.

 

Next, cross the bridge into the Peninsula of North Haven and board the ferry to Shelter Island, an 8,000-acre enchanted enclave. The Nature Conservancy owns one-third of the island, preserving its vast forests, wetlands, and natural habitats. Hear about Shelter Island's history as we wind our way through this magical Island nestled between the North and South Forks.

 

Afterward, arrive in Greenport on the North Fork, once a bustling whaling port and the heart of Long Island's oyster industry. Today, it is a vibrant destination attracting visitors from around the world. Travel west along the North Fork Wine Trail. Journey through picturesque villages and past numerous vineyards that make this region a popular destination year-round.

 

Long Island Sightseeing Tour of Hamptons and Montauk

Journey through historic Southampton Village, the oldest English settlement in New York State. As we traverse this charming area, you’ll hear about Southampton’s rich history and see former farmlands now transformed into the estates of celebrated residents.

 

Stop at Cooper's Beach, voted one of America's best beaches. A stroll on Cooper's Beach offers a sublime experience and a glimpse into where Southampton Village residents unwind and enjoy a swim. The tour takes us down Billionaire's Row,takes us down Billionaire's Row, showcasing the most expensive homes in the Hamptons owned by some of the country's wealthiest people.

 

Next, we visit Southampton Village's vibrant shopping district. Here, you'll see iconic landmarks such as Hildreth's, America's oldest department store, along with the charming boutiques of Job's Lane and delightful eateries.

 

Travel to America's most expensive zip codes of Sagaponack, Bridgehampton and East Hampton, travelling past some of the most beautiful homes from Steven Spielberg to Ina Garten!

 

In Montauk, learn about its evolution from the home of the Montaukett Indians to a bustling fishing village and now a sought-after destination with beautiful properties, a quaint downtown, and a magnificent harbor.

 

Our tour concludes with a photo opportunity at the Montauk Point Lighthouse, the oldest lighthouse in New York State, offering breathtaking views and a perfect end to our tour.

 

Raphael Vineyard Wine Tasting

Enjoy a mixed wine flight tasting at Raphael Vineyard & Winery, where their mission is to craft ripe, fruit-driven wines that embody depth, finesse, elegance, and balance - the flavors of the North Fork. These flavors are shaped by the terroir and perfected by the dedicated and passionate winemaking team. Known for its exceptional wines, Raphael Vineyard & Winery offers an elegant tasting room that provides the perfect setting to experience the finest wines produced on Long Island.

Your experience includes a tasting of four exquisite wines, a snack pack, and a bottle of water.

 

Sag Harbor & Whaling Museum

The Sag Harbor Whaling Museum is dedicated to preserving, interpreting, and promoting the rich culture of Sag Harbor. Through its extensive collection of historical artifacts related to the village's whaling history and contemporary exhibits and events, the museum provides a comprehensive view of Sag Harbor's past and present, offering valuable context and insight.

 

Dinner at Long Island Aquarium

Enjoy an exclusive private dinner buffet at the Long Island Aquarium, home to one of the largest living coral reef displays in the Western Hemisphere, featuring a stunning 20,000-gallon tank.

 

Dine in a unique setting within the shark tunnel, surrounded by large glass tanks showcasing a variety of sea life exhibits. As you enjoy your meal, feel free to explore the entire indoor space of the aquarium. Interact with rays in Ray Bay, visit the turtle exhibit, stroll over the interior bridge to see large striped bass in the lagoon, marvel at the live reef tank, and walk through the shark tunnel, where you'll encounter several sharks and other large fish while serving yourself from the buffet.

 

Old Whaler's Church

The First Presbyterian Church in Sag Harbor, New York, also known as the Old Whaler's Church, is a historic and architecturally notable Presbyterian church built in 1844 in the Egyptian Revival style. The church is recognized as Sag Harbor's "most distinguished landmark" and reflects the grandeur and importance of the whaling industry to the local community.

 

Vanderbilt Mansion

Step back in time with a visit to the Vanderbilt Mansion, offering an intimate look at the life of a privileged family from the Jazz Age through the Second World War. Experience a captivating time capsule of a bygone era. The Mansion Tour begins in the courtyard of the historic home, once owned by William K. Vanderbilt II. Your guide will share the history of its construction and highlight the architectural details of Vanderbilt's 24-room mansion at his Eagle's Nest estate.

 

Throughout the tour, you'll gain insight into life on Long Island's Gold Coast during the time when the Vanderbilts summered in Centerport. Discover the eclectic collections that adorned their home and learn about the experiences of both the family and staff at the magnificent Eagle's Nest Estate.

 

Coe Hall and Gardens

Discover Planting Fields, the former estate of insurance magnate William Robertson Coe and Mai Rogers Coe, one of Long Island's last remaining Gold Coast estates. Spanning 409 acres, this historic site preserves its original buildings and landscapes, offering visitors a glimpse into a bygone era. Rolling lawns, formal gardens, hiking trails and specimen plantings, as well as the Camellia Greenhouse and the Main Greenhouse, with its unique seasonal displays, are a treat for visitors year round.

 

Step inside Coe Hall, showcasing original Coe family furnishings and the restored Louis XVI Reception Room. The Tudor Revival mansion features Elizabethan-style interiors with exquisite wood and stone carvings, intricate ironwork, stunning stained glass windows, and original commissioned murals by American artists Robert H. Chanler and Everett Shinn.

 

 

Meal Information:

 

Lunch on day one is included at Coe Hall & Gardens.

Meal will be served buffet style and includes 2 side salads and an array of sandwiches.

 

Dinner on day one is included at Jerry & The Mermaid Restaurant. Entree choices are:

  • Almond Crusted Grouper: broiled with Lemon, Herbs & Compound Butter w/ potato and spring vegetables

  • Chicken Parmagiana over Linguini

  • Maryland Crab Cakes (2) w/ remoulade sauce, pea shoots and watermelon radish, served with starch & vegetable

  • Rigatoni ala Vodka with Crimini Mushrooms

Meals served with a fresh garden salad, rolls, dessert, iced tea, soft drinks, coffee & tea. 

 

Dinner on Day 3 is included at the Long Island Aquarium. Entree choices are:

  • Sirloin Steak

  • Chicken Francese

  • Pasta Primavera

Meals served with chef accompaniments, a mixed greens salad, dessert, coffee and tea. A cash bar will be available.

 

Menus are subject to change.

 

 

Need to Know:

Must be 21 years of age to participate in the wine tasting at Raphael Vineyards.

 

 

Accessibility:

Starr has a select quantity of wheelchair accessible motorcoaches available; therefore, we suggest you contact a Travel Advisor to discuss any needs you may have before reserving your trip.

Day 1:

Travel to Oyster Bay, NY
Lunch included & guided tour at Planting Fields' Coe Hall and Gardens
Travel to Riverhead, NY
Check in for three overnights at Hyatt Place
Dinner included at Jerry & The Mermaid Restaurant

Day 2:

Breakfast included at hotel
Full day guided sightseeing tour of Long Island's South Fork, North Fork and Sag Harbor
Admission to Sag Harbor Whaling Museum
Visit Old Whaler's Church
Lunch on own in Sag Harbor
Ferry to Shelter Island
Ferry to North Fork Landing, Greenport
Travel to Peconic, NY
Wine Tasting at Raphael Vineyard
Return to hotel
Dinner on own

Day 3:

Breakfast included at hotel
Full day guided sightseeing tour of Long Island's Hamptons and Montauk
Lunch on own in Montauk Village
View the Montauk Point Lighthouse (Photo Opp)
Return to hotel
Dinner at The Long Island Aquarium

Day 4:

Breakfast included at hotel
Check out and travel to Centerpoint, NY
Guided tour of Vanderbilt Mansion
Lunch on own
Travel home

Subject to Change

Itinerary subject to change

Hyatt Place Long Island/East End, Riverhead, NY

 

Hyatt Place Long Island/East End, Riverhead, NY Located at the gateway of Long Island's famed East End and situated along the picturesque Peconic River, the Hyatt Place Hotel is an ideal East End location in downtown Riverhead. Hotel features both indoor and outdoor swimming pools, a state of the art fitness room, an intimate coffee and wine cafe, and a full-service business center.

 

Spacious guest rooms feature contemporary decor with stylish furnishings including: divided living and sleeping areas, two queen plush Hyatt Grand Beds, state-of-the-art media and work center with a 42" flat-panel high-definition television, an oversized Cozy Corner sofa-sleeper, dry bar and bathroom vanity with granite countertops. Enjoy complimentary WiFi, mini-fridge, hairdryer, iron/board and coffee/tea maker.

 

During your stay, you can enjoy specialty Starbucks coffee drinks and friendly service at the Bakery Cafe. A Host will happily assist you with orders from the 24-hour Guest Kitchen, which offers cafe-quality, made-to-order meals and snacks.

Below is a list of pick-up points available on this tour.

Below is a list of pick-up points available for this tour. Pick up points vary by departure date so to see which date(s) your preferred location(s) is available, click “view” below.

Note: Not all pick-up points are available for all tours or all departure dates. Also, with less than 3 people booked from a pick-up point, that pick-up point may be changed or eliminated. If so, we will alert you approximately 30 days prior to departure.

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City, State Address
Bensalem, PA (MAIN) Spark by Hilton Bensalem Phila (MAIN)
3499 Street Rd Bensalem, PA
Cherry Hill, NJ (SHUTTLE) Cherry Hill Train Station Parking Lot (SHUTTLE)
Next to ShopRite at 2240 W Marlton Pike
Chester, PA (SHUTTLE) Harrah's Philadelphia Casino, Chester PA (SHUTTLE)
777 Harrah's Blvd
Hamilton, NJ (MAIN/HUB) Hamilton Station Park & Ride Garage (MAIN/HUB)
800 Sloan Avenue
Iselin, NJ (MAIN/HUB) APA Hotel Woodbridge (MAIN/HUB)
120 S Wood Avenue Iselin, NJ
Phila (NE), PA (MAIN) Phila (Northeast) KleinLife (MAIN)
10100 Jamison Ave (at Red Lion Rd) Philadelphia PA
Phila(South), PA (SHUTTLE Oregon Diner 302 W Oregon Ave (at 3rd St) (SHUTTLE
Philadelphia, PA
Toms River, NJ (SHUTTLE) Toms River Park & Ride (SHUTTLE)
400 Highland Parkway S. Toms River, NJ
Wall Twnship NJ (SHUTTLE) Judy Blume Service Area (SHUTTLE)
100 Garden State Parkway Wall, NJ

To see availability and costs based on number of travelers in your group, select the correct passenger count here:

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Sep 21 2025 $1,199.00 Book Now Request a
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