Explore Martha’s Vineyard with Cheap Therapy Charters. Private, family-friendly boat tours, fishing trips, and sunset cruises run by local islanders.
See Martha’s Vineyard from a local’s perspective with Cheap Therapy Charters, a family-run charter company offering personalized, private boat trips. They run scenic cruises, fishing trips, and special events on the water.
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Cheap Therapy is a family-run fishing charter that takes small groups out on the island’s waters for stripers, bluefish and bass.
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Jen and Kyle, both second-generation islanders, run Cheap Therapy Charters with a commitment to safety, hospitality, and authentic Vineyard experiences. Kyle is not only your captain but also a longtime Oak Bluffs firefighter and paramedic, adding peace of mind to every journey.
The boat is rigged for light-tackle and family trips, with room for a small group and gear provided for everyone aboard.
Their 28-foot Bertram yacht combines classic design with modern upgrades:
All trips are BYOB, limited to 6 guests for privacy and comfort, with flexible hourly add-ons. Prices vary by trip length and destination. Gratuity is not included.
Ready to plan your perfect day on the water? You can view all their charter options and request your trip directly below:
Request Now on CheapTherapyCharters.com
MV Vacation is proud to showcase local, family-run businesses like Cheap Therapy Charters. We believe in building strong island connections, supporting each other, and sharing Martha’s Vineyard’s true character with all visitors. We encourage local businesses to get in touch if they're interested in collaborating, sharing links, or working together to promote the island authentically.
For more Martha's Vineyard charters and activities, explore our Activities Guide or subscribe to our newsletter for insider tips and local finds.
This feature was created as part of MV Vacation’s local partnership series, highlighting small businesses and family-run ventures across Martha’s Vineyard. No paid promotion. We simply love showcasing local experiences worth discovering.
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