Luxury Boat Rentals & Private Charters near Yarmouth Port, MA

A full-day private charter from the operator’s Edgartown base is the most effortless way to sample Cape Cod’s coastal breadth. Operating from roughly 9 AM to 5 PM, the offering is designed for a party of up to six aboard a comfortable 32' Pursuit DC. The experience centers on a captain-led itinerary that can be tailored—shallow bays, island shorelines, and quiet anchorages around Martha’s Vineyard and the Elizabeth Islands are all within reach on an eight-hour run.

Practical comforts are built into the listing: a USCG-certified captain with deep local experience, onboard cooler stocked with ice, water, and soft drinks, and three pickup locations to choose from. Note that fuel surcharges are calculated at trip’s end and gratuity is not included. For travelers who want a seamless, private day on the water with panoramic Cape scenery, this full-day charter presents the most complete, low-effort option.

For gatherings that want more motion than a cruising day, a three-hour group package on Nantucket blends coaching with high-adrenaline play. Operators stage multi-activity sessions—wakeboarding, eFoiling, and tubing—designed for parties celebrating birthdays, reunions, or milestone events. The program is explicitly built to welcome multiple ability levels: a demo and safety session precedes time on the water so less experienced riders can join with confidence.

Packages are modular and designed to scale with party size; the booking manager works with you to choose the right combination of boats, dinghies, and eFoils. The listing notes equipment and instruction are included and that pricing models and fees—taxes, gratuity, and a service fee—are set by the operator. If you prioritize shared thrills and an energetic group atmosphere, this is the premier pick for action-focused celebrations.

Half-day charters compress the essentials of island cruising into a four-hour window, making them ideal for travelers with limited time or those wanting a shorter, more budget-conscious charter. These morning and afternoon sails focus on scenic passages and coastline views—quiet coves, lighthouse approaches, and the charming harbors of Martha’s Vineyard and nearby Elizabeth Islands. The same 32' Pursuit DC is listed for these trips, and the operator specifies a maximum of six passengers.

Included comforts mirror the full-day offering—experienced captain and a cooler with water and soft drinks—while fuel surcharges and gratuities remain additional. A half-day charter gives you a taste of local maritime geography with less commitment than a full-day itinerary, making it an excellent choice for photographers, families, or those connecting to ferry schedules.

Wakeboarding lessons on Nantucket are structured to accelerate progress in a single three-hour session, with options for single or double lesson formats depending on group size. Operators supply all required equipment and cap participation by grouping—single lessons accommodate up to six participants, while double sessions can include up to twelve. Lesson plans prioritize safety and a progressive learning curve, opening the water to novices while giving intermediate riders time to refine jumps and surf techniques.

The program emphasizes an inclusive atmosphere: families, mixed-ability groups, and repeat visitors are all served in the same session structure. Practical advice from the operator includes bringing basics—water, sunscreen, towels, and a jacket for changeable conditions. If you want to leave with a new skill and a memorable water day, a wakeboarding lesson is a compact, high-value option compared with a longer charter.

The 22ft Boston Whaler Dauntless is the go-to rental for households that value independence and versatility. Listed rates note four- and eight-hour options as well as weekly rentals, and the craft holds up to eight passengers. Onboard amenities include GPS and stereo, roomy seating, and a large bow cushion for lounging—features that make this boat as capable for a relaxed cruise as for a family fishing day.

Booking requires attention to operator instructions: the provider sends a USCG checklist and safety videos that must be reviewed and submitted at the dock. That administrative step ensures renters understand vessel-specific safety and regulatory expectations. For experienced boaters who want to chart their own course around Nantucket sound or local coves, the Dauntless delivers a reliable, well-equipped platform.

The 21ft Boston Whaler 210 Dauntless pairs Whaler’s renowned hull stability with modern navigation and comfortable seating—an attractive choice when you want performance without sacrificing comfort. The listing highlights a Glacier Green finish, a Mercury 200 V6 EFI engine, and a Raymarine Axiom nav package; seating converts for lounging or social layouts and a fiberglass hardtop provides shaded relief. Rental options range from short sunset runs to full-day and weekly bookings.

As with other self-drive rentals, the operator requires completion of safety paperwork and review of educational videos before departure. The 210’s configuration makes it well suited for mixed itineraries—sightseeing, light fishing, or a family cruise—while the robust engine and trim controls keep handling predictable in varied conditions. If you prioritize day-long capability with modern electronics and comfortable seating, this model is a compelling pick.