Captain
Rick Miles

Member since December 2024 Gloucester, United States
Background
Captain Rick has extensive experience in the maritime industry. Since 2013, he has overseen the operation of all fleet vessels at Boston Harbor Cruises LLC, managing over 50 vessels and up to 300 daily departures, serving over 2.5 million passengers annually. His responsibilities include ensuring safety compliance, coordinating vessel repairs, managing USCG inspections, and overseeing captains and crews. Prior to this, Captain Rick was the owner/operator of Wanderbird Expedition Cruises **hidden content**), specializing in expedition voyages between the Arctic and the Caribbean, operating a 90-ft trawler with 150,000 sea miles. He also commanded Timberwind on week-long Maine cruises as owner/operator of Rockport Schooner Cruises **hidden content**), and before that, he ran Ariel Cruises **hidden content**) in New England and the Caribbean. Earlier, he worked as a commercial fisherman with Sea Star Fisheries **hidden content**), progressing from deckhand to captain in the offshore lobster industry. Captain Rick holds a BA in Business Administration from Norwich University **hidden content**) and graduated from Marblehead High School in 1976. He holds a US Coast Guard Master’s License (up to 200 GRT, Near Coastal) and a valid TWIC card.

Hey, I'm Captain Rick Miles

Gloucester, United States
Background
Captain Rick has extensive experience in the maritime industry. Since 2013, he has overseen the operation of all fleet vessels at Boston Harbor Cruises LLC, managing over 50 vessels and up to 300 daily departures, serving over 2.5 million passengers annually. His responsibilities include ensuring safety compliance, coordinating vessel repairs, managing USCG inspections, and overseeing captains and crews. Prior to this, Captain Rick was the owner/operator of Wanderbird Expedition Cruises **hidden content**), specializing in expedition voyages between the Arctic and the Caribbean, operating a 90-ft trawler with 150,000 sea miles. He also commanded Timberwind on week-long Maine cruises as owner/operator of Rockport Schooner Cruises **hidden content**), and before that, he ran Ariel Cruises **hidden content**) in New England and the Caribbean. Earlier, he worked as a commercial fisherman with Sea Star Fisheries **hidden content**), progressing from deckhand to captain in the offshore lobster industry. Captain Rick holds a BA in Business Administration from Norwich University **hidden content**) and graduated from Marblehead High School in 1976. He holds a US Coast Guard Master’s License (up to 200 GRT, Near Coastal) and a valid TWIC card.

My Listing

Excellent
5.0 / 5
(1 review)
Gloucester
trips from US $450

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 1 review
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
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Customer rating
1
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0
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Customers claimed
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
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1 review
Patrixk B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing Experience!!!

VERIFIED   NEW  4 hour sailing trip for Pat B on September 1, 2025
The family and I had an amazing time on Artemis sailing with Captain Rick and his wife Deb.ย  What an amazing experience to...
Patrixk B. recommends Artemis Sailing Charters
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Patrixk B. recommends Artemis Sailing Charters
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