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Endeavor Sailing Excursions

@endeavorsailing

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Join Captain Jim aboard Endeavor. Nantucket’s longest operating sailing charter.

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A love story so special it could have been plucked from the pages of a romance novel… A Cape Cod boy meets a girl from Nantucket, they fall in love, and say “I do” aboard a Friendship Sloop hand built by the bride’s father. 🤍🌊

Read the full story of their unforgettable Nantucket wedding at the link in our bio or in our September/October issue of Cape Cod LIFE, on newsstands now. ⛵️

Photos by Tucker Finerty | @tuckerfinerty

#CapeCodLife #CapeCodLifePublications #CapeCodLIFEMagazine #NantucketWedding taken in Nantucket, Massachusetts by @endeavorsailing

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23 days ago

Our favorite gifts to give: @flotsam_magazine and ceramics by @twelvegraystudio. Anyone who has sailed with Captain Jim needs a copy for their coffee table. In fact, Captain Jim made this coffee table! by @endeavorsailing

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a month ago

One of the finest crew we’ve had join the Endeavor family. @j.p.simpson aboard for his 3rd season. Thanks to @photosbycatd for this great shot. taken in Nantucket, Massachusetts by @endeavorsailing

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4 months ago

Life is good aboard @endeavorsailing. ⛵️😎🇺🇸☀️
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#nantucket #sailing #summer #sailnantucket #nantucketlife taken in Nantucket by @endeavorsailing

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4 months ago

2025 was the year of the ultimate barn transformation. From workshop, to dream wedding venue (and back). A labor of love, with many hands to help! taken in Nantucket, Massachusetts by @endeavorsailing

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9 months ago

January on Nantucket taken in Nantucket Island by @endeavorsailing

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9 months ago

As the island begins to slow and the weather turns cooler, you might just spot first mate Samson spending more time on the docks! 📷 @kpredd taken in Straight Wharf Marina Nantucket by @endeavorsailing

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a year ago

Captain’s daughter hauling in the main sheet after the “I dos” Epic day!
#nantucket #coastaliving #bride #sailinglife taken in Nantucket Island by @endeavorsailing

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a year ago

Can always count on @jamesgenthner to get the shot from the rigging! taken in Nantucket, Massachusetts by @endeavorsailing

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a year ago

Epic day celebrating the Captain’s daughter @lisamgenthner and @tom_homand! 📸: @tuckerfinerty taken in Nantucket, Massachusetts by @endeavorsailing

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a year ago

Watching us go by vs. being onboard, both great views! taken in Nantucket, Massachusetts by @endeavorsailing

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a year ago

Traditional meets modern at Brant Point #nantucket taken in Brant Point Lighthouse by @endeavorsailing

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a year ago