NEW ENGLAND
The Maine Coast: Portland to Bar Harbor Yacht Charter Itinerary
Crewed 7-day Maine yacht charter itinerary — one-way Portland to Bar Harbor through Boothbay, Camden, Penobscot Bay, and Acadia's Somes Sound.
117
FT — MOTOR YACHT
10
GUESTS
5
CABINS
5
CREW
Summer Cruising
Winter Cruising
From
$110,000
Per Week
Plus expenses (APA). $110,000–$125,000 per week depending on season.
The Yacht
'Island Cowboy' is a Motor Yacht, accommodating up to 10 guests, available for crewed charter.
Island Cowboy Description and Charter Summary Information
ISLAND COWBOY is a 118-foot Ocean Alexander motor yacht launched in 2021 — effectively brand new to the charter fleet, and considered the Grande Dame of the Ocean Alexander Legend Series. Her interior spaces are bright and inviting: rich woods, sumptuous fabrics, and a light, neutral palette throughout, with a main deck flanked by floor-to-ceiling windows flowing from the L-shaped salon into a formal dining salon seating ten around a large oval table.
The tri-deck layout carries five cabins led by a full-beam main-deck owner's suite with windows on three sides, plus a skylounge on the upper deck and a large beach suite with easy water access. Her toy locker is led by a 36-foot Invincible tender with triple 400-horsepower Mercurys, fully outfitted for inshore and offshore fishing, alongside a 16-foot RIB, two Seabobs, an electric hydrofoil, paddleboards, kayak, wakeboards for adults and kids, and a full beach set-up. A young, dynamic crew of five runs the week.
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Specifications
At a Glance
- Length
- 117 ft
- Beam
- 24 ft
- Guests
- 10
- Cabins
- 5
- Year Built
- 2021
Yacht Information
From the Logbook
Our take: Island Cowboy
Island Cowboy is the newest hull in our New England lineup — a 2021 Ocean Alexander that still feels box-fresh, with a 36' Invincible fishing tender that serious anglers will book her for on its own. Five crew for ten guests, a proper beach suite at the waterline, and a Newport summer base. One honest note: her Waverunner stays ashore in New England waters — regulations, not stinginess.
Additional yacht details including amenities and standard equipment for Island Cowboy
Explore Island Cowboy
Summer: $110,000 per week plus expenses. Winter (Bahamas): $110,000–$125,000 per week plus expenses. Rates exclude APA, taxes, and gratuity.
Plus Expenses · Plus all running expenses via APA (typically 25–35% of base).
- 36' Invincible tender — triple 400HP, rigged for inshore & offshore fishing
- 16' RIB
- 2× Seabob F45
- Electric hydrofoil
- 2× inflatable paddleboards & kayak
- Wakeboards (adult & child) & towables
- Large swim platform extension & full beach set-up
- Waverunner (Bahamas season only — not available in New England)
Cruising Grounds
Where Island Cowboy voyages
Sample Itineraries
Sample crewed charter itineraries
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Crewed 7-day Newport yacht charter itinerary — Newport, Jamestown, Block Island, Cuttyhunk, and Bristol. The classic New England round-trip.
EXUMA BAHAMAS · 10 DAYS
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Crewed 7-day New England island yacht charter itinerary — Cuttyhunk, Edgartown, Oak Bluffs, Nantucket, and Cape Cod, round-trip from Newport.
EXUMA BAHAMAS · 7 DAYS
Staniel Cay to Nassau: A 7-Day One-Way Bahamas Sailing Itinerary
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EXUMA BAHAMAS · 7 DAYS
Bahamas Motor Yacht Charter Itinerary: 7 Days in the Exumas
A 7-day Bahamas motor yacht charter itinerary through the Exumas — the swimming pigs, Thunderball Grotto, Compass Cay sharks, and the Musha Cay sandbars.
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