Welcome to Woods Hole Island Tours!


  Explore With Us  

Woods Hole Island Tours & Water Taxi offers the flexibility for ocean transport or water adventures surrounding the Elizabeth Islands and Martha's Vineyard.  Board the Eagle's Wing, our Rigid Hull Inflatable Boat (R.I.B), for a fast, fun, and unique experience. 

We are able to offer private charters to groups of up to 6 people.  This allows each passenger the opportunity to engage with the Captain, ask questions, and make special requests.

Build your custom tour to include: Island Hopping, Sunset Cruises, Booze Cruises, Clam Boils, Picnics, Cookouts, Beach Excursions, Sightseeing, Swimming & Snorkeling, Special Events, Office Parties, Weddings​, Bereavements, etc.

*** Bring your own food or check out our menu!  Bottled water and ice provided ***

Woods Hole Harbor (2).png

Woods Hole, Naushon, Pasque, Nashawena, Cuttyhunk, Penikese, and Martha's Vineyard

Our Boat


The "Eagle's Wing"

  • ZAR 65 Luxury Model

  • Length: 22'

  • Engine Power: 225 HP

  • Can accommodate up to 6 guests

  • Canopy Cover 

  • Fresh Water Shower, Stereo, Swim Ladder


  Meet Your Crew  


Donny Estes


Born and raised in Woods Hole, Don has been boating in these waters for over 40 years.  He started this tour business out of a genuine passion for sharing the beautiful surroundings with people who don't have regular access to Woods Hole's waters, islands and beaches.

Donny's family has owned Landfall Restaurant for over 75 years and our team welcomes you to enjoy the food and atmosphere before or after your trip.

We know the area well.  Safe and experienced, we will ensure you and your group have "the best day ever."

Avid boater and fishing club advocate, Stacey has been part of the Elizabeth Islands for over 12 years giving her a high level of knowledge and familiarity with the area.  

Stacey enjoys horseback riding, water sports, hiking, and is an Ordained Minister. 

Come aboard and let Stacey show you and your group a memorable experience!

Stacey Reeves



All rates are priced by the hour.  Please call to book and discuss your custom tour.  We accept cash, check or Venmo

Custom Tours
1 - 5 Hours

$250.00 First Hour
$100.00 Additional Hours

Happy Hour Tours
Mon, Wed and Fri

5-6pm or 6:30-7:30pm
$25.00 per person

Water Taxi

$200.00 / hour
(We charge for the round trip)






Captain Donny Estes

Phone: 508-566-0062

Email: landfall46@aol.com


9 Luscombe Ave.

Woods Hole, MA 02543

Located on the rear dock of Landfall Restaurant


 Ready to go when you are!

Reserve early as we fill up quickly

May - October



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