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You're in good hands

Book your trip with confidence — We only work with the best local guides that know the area like the back of their hand.

About Your Trip

Type

Boat Cruise, Sunset Cruise

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

About Your Trip

Experience Sag Harbor from the water aboard a classic 36' wooden lobster yacht with a local captain who has spent more than four decades exploring these beautiful waters. Whether you're looking for a relaxing cruise, a memorable sunset, a family outing, or a customized day on the bay, this trip is built around whatever kind of experience you're hoping to enjoy.

Cruise through scenic Sag Harbor Bay while Captain Hagen shares stories, local history, and insights that only come from a lifetime spent on the water. Along the way, you may pass waterfront estates, historic landmarks, and some of the area's most recognizable homes, all while taking in the stunning views of the Hamptons from a unique perspective.

For guests looking to explore, Captain Hagen can take you to secluded coves, quiet beaches, and hidden corners of the bay that are difficult or impossible to reach by land. Drop anchor for a swim, spend time exploring the shoreline, or simply relax and enjoy the peaceful surroundings.

Sunset cruises are especially popular, offering front-row seats to the vibrant colors that settle over the harbor as the day comes to a close. If you'd like to wet a line, a few fishing rods are available onboard for casual fishing along the way.

The boat features plenty of comfortable seating, ample shade, a swim ladder for easy water access, and the conveniences of a full kitchen and private restroom. Whether you're planning a quick harbor cruise or a full day on the water, you'll enjoy a comfortable and memorable experience aboard this one-of-a-kind vessel.

Bring your favorite snacks and drinks, gather your family and friends, and let Captain Hagen show you some of the best-kept secrets of Sag Harbor.

Amenities

Type

Boat Cruise, Sunset Cruise

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 5 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

	1 hour	2 hours	4 hours
1 Person	$500.00	$1,000.00	$2,000.00
2 People	$500.00	$1,000.00	$2,000.00
3 People	$500.00	$1,000.00	$2,000.00
4 People	$500.00	$1,000.00	$2,000.00
5 People	$500.00	$1,000.00	$2,000.00
6 People	$500.00	$1,000.00	$2,000.00

Pay $200 as a deposit today, with the balance due on the day of the trip.

Start Location & Lodging Options

Sag Harbor, New York

About Your Boat

Boat photo for Sunset Cruise & Hamptons On The Bay

Boat Type: Down East Cruiser
Boat Manufacturer: Lobster
Boat Length: 36'
Boat Restroom: Yes

About Your Boat

Boat Type: Down East Cruiser
Boat Manufacturer: Lobster
Boat Length: 36'
Boat Restroom: Yes

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Trip Details & Amenities

Type

Boat Cruise, Sunset Cruise

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 5 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Everything Else to Know

Everything is included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and anything else you might want on the trip.

We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).

Cancel for free up to 5 days before the trip and receive credit back to your account. Cancelling within 5 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.

In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.

We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.

Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!

In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.

Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.

After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.

Sunset Cruise & Hamptons On The Bay

About Your Trip

About Your Trip

Pricing Matrix

Start Location & Lodging Options

About Your Boat

About Your Boat

Trip Details & Amenities

Everything Else to Know

Recent Reviews of Captain Experiences

First Time Booking with Us?