Blue Ocean Club
TREE OF LIFE 27.7m Covey Island Boat Works luxury charter yacht in Caribbean
TREE OF LIFE in Caribbean — view 2
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Covey Island Boat Works · 1991

TREE OF LIFE
27.7m Covey Island Boat Works sailing yacht for charter

Summer Charter
From €25,400 p/w
Winter Charter
From €25,400 p/w
Rates updated
★ Special OfferTREE OF LIFE will be chartering in Summers in New England and is offering the following introductory prices: Low season rates (May, June, September & October): $26,600 weekly plus all expenses High season rates (July & August): $35,000 weekly plus all expenses Winter 2025-2026 TREE OF LIFE will head to Antigua for winter charters in the Leewards, Windwards or USVI.· valid until 2024-10-31
Length
27.7m
Beam
5.5m
Guests
6 sleep · 12 cruising · 25 at dock
Cabins
3
Crew
4
From / Week
€25,400
Covey Island Boat Works · 1991

Caribbean Breezes, Wooden Decks, Pure Freedom

TREE OF LIFE yacht available for charter. Built in 1991 with a charter price from $29,500 for up to 6 guests in 3 suites with a crew of 4.

Step aboard a vessel where time seems to slow, where the rhythmic lapping of waves against a 27.7-metre hull crafted by Covey Island Boat Works becomes your daily soundtrack. Built in 1991, this Ted Brewer-designed sailing yacht offers an intimate Caribbean escape for six guests. Imagine waking to the gentle rocking of the ocean, the promise of a sun-drenched day ahead, and the attentive service of a four-person crew. It is not merely a charter; it is a return to authentic maritime exploration, where every journey is as enriching as the destination.

A note from your charter specialist
“TREE OF LIFE is a 27.7m · Covey Island Boat Works · built 1991 charter yacht in the Blue Ocean Club fleet. Published specifications list accommodation for up to 6 guests. Current charter planning can be discussed for Caribbean, subject to the yacht's live availability and cruising permissions.”
Elena Marsh
Elena Marsh
Caribbean & Bahamas Specialist · Blue Ocean Club
elena@blueoceanclub.com
On Board

A closer look

The Main Saloon
On Board

The Main Saloon

Beneath polished wooden beams, the saloon offers a welcoming sanctuary. Sunlight streams through portholes, illuminating comfortable seating upholstered in nautical tones. It is a space for quiet contemplation with a book, lively conversation over cocktails, or a convivial board game with fellow voyagers. The craftsmanship speaks of a bygone era, yet the atmosphere is entirely relaxed and conducive to genuine connection, far from the hurried pace of the shore.

Aft Deck Al Fresco
On Board

Aft Deck Al Fresco

The aft deck is where the Caribbean spirit truly unfolds. A sheltered dining area invites long, leisurely lunches, the sea breeze a constant companion. In the evenings, with the stars emerging, it transforms into a romantic setting for candlelit dinners, the gentle sway of the yacht adding to the magic. It is also the perfect spot for morning coffee, watching the world awaken around you, or an afternoon siesta in the shade.

Foredeck Serenity
On Board

Foredeck Serenity

Forward, the expansive foredeck offers an uninterrupted vista of the ocean. Here, you can recline on comfortable cushions, feeling the warmth of the sun on your skin and the salt spray on your face as the yacht glides through turquoise waters. It is an ideal spot for sunbathing, a private yoga session at dawn, or simply gazing at the horizon, lost in the vastness of the sea and sky.

The Helm Station
On Board

The Helm Station

For those with a love of sailing, the helm provides an engaging vantage point. Observe the intricate workings of a classic sailing yacht, perhaps even taking a turn at the wheel under the watchful eye of the Captain. Feel the power of the wind in the sails and the responsiveness of the vessel beneath you, connecting with the elemental forces that propel you across the Caribbean.

Galley & Pantry
On Board

Galley & Pantry

While often unseen, the heart of the yacht's culinary magic resides within the well-appointed galley. It is here that the skilled chef crafts delectable meals, utilising fresh, local ingredients. Though a working space, its efficiency and organisation contribute directly to the seamless flow of your charter, ensuring every meal is a delightful surprise, delivered with understated elegance.

Accommodation

The yacht accommodates six guests across three thoughtfully designed cabins, each a private haven of comfort. The master suite offers generous proportions, a queen-sized berth, and an en-suite bathroom, providing a peaceful retreat after a day of island hopping. The additional cabins, equally inviting, are perfect for family or friends, each appointed with fine linens and ample storage. Throughout, rich wood panelling and soft lighting create an ambience of understated luxury, ensuring restful nights at anchor or underway.

TREE OF LIFE cabin 1
TREE OF LIFE cabin 2
TREE OF LIFE cabin 3
Dining

Culinary delights are a cornerstone of the experience. Your dedicated chef prepares bespoke menus, tailored to your preferences, from vibrant Caribbean flavours to classic international cuisine. Meals are a celebration, whether enjoyed al fresco on the aft deck under a canopy of stars or in the elegant main saloon. Imagine freshly caught seafood grilled to perfection on the BBQ, accompanied by crisp salads and fine wines, all served with discreet, attentive service that anticipates your every need.

Wellness

While a dedicated spa is not on board, the entire yacht, with its gentle motion and serene atmosphere, acts as a natural wellness sanctuary. Embrace the invigorating sea air, feel the warmth of the sun, and let the rhythmic sounds of the ocean soothe your spirit. The opportunity for restorative sleep, combined with healthy, freshly prepared meals, naturally rejuvenates mind and body.

Toys & Tenders

For those eager to explore the crystal-clear waters, a selection of engaging water toys is at your disposal. Glide silently across tranquil bays in the kayaks, discovering hidden coves and observing vibrant marine life from a unique perspective. These simple pleasures offer an intimate connection with the Caribbean’s natural beauty, providing gentle adventure and endless opportunities for aquatic exploration.

Equipment & Amenities

4 items reported by CharterIndex.

Air Conditioning
BBQ
Kayaks
Snorkeling Equipment
TREE OF LIFE on the water
TREE OF LIFE sundeck

Deck Plan

Layout of TREE OF LIFE — cabin arrangement, deck levels and on-board spaces.

TREE OF LIFE deck plan
TREE OF LIFE interior
TREE OF LIFE master suite

The Crew

A professional crew of 4 dedicated to your charter. Working language: English.

Joshua Jacques
Captain

Joshua Jacques

United States · English

Captain Joshua Jacques Captain Joshua Jacques fell in love with the ocean at a young age. Spending his summers sailing the coast of New England and his winters surfing the cold waters of Maine he knew he wanted to make a life at sea for himself. Jacques began his professional sailing career with the Maine Windjammer fleet up in Rockland Maine spending his summers sailing Penobscot Bay and winters aboard the Tall Ship Lynx transiting the east coast. Jacques and his partner went on to purchase the 1886 Schooner Isaac H. Evans, rescuing the historic vessel and breathing new life and programming into her. Now he looks forward to sharing the beauty of Tree of Life and New England waters with the community

Samuel Glenn
Chief Mate

Samuel Glenn

United States · English

CHIEF MATE Samuel Glenn Chief Mate Samuel Glenn was born in the vast confines of a New York City suburb. In his college years he took off to sail the Caribbean islands, thru hike the Appalachian Trail, Colorado Trail, and Israeli National Trail. In 2017, after a prolonged graduation with a bachelor's degree in hand, he sought work with Hurricane Island Outward Bound School, where he learned fundamental seamanship. He then took his skillset aboard Tall Ship Lynx as a deckhand where he came away with a zest for marlinespike seamanship. After a few more seasons of sailing for Outward Bound, he and his wife Ashley set sail for many adventures together at sea. Directly following a 4,500 nautical mile sea journey, Sammy hit the books and passed his Captains licensing exams in both the US and British systems. His first commands were the 1924 72’ classic schooner Bagheera and 1926 53’ schooner Heart's Desire for Portland Schooner Company. He now joins Schooner Tree of Life as Chief Mate and vibe curator

Zenalyssa Packer
Deck Hand

Zenalyssa Packer

United States · English

Deckhand Zenalyssa Packer Zenalyssa Packer grew up in the mountains of Massachusetts while sailing the summers in Rhode Island Sound, Vineyard Sound, and Long Island Sound. The summer after graduating high school, she saw Tree of Life at her sailboat’s homeport in Jamestown, Rhode Island and became immediately interested. She worked as crew until October 2023, and fell in love with Tree of Life. During the winter months, Zenalyssa worked on Mystic Whaler in Oxnard, California to help teach youth and adults about sailing and the sea. Zenalyssa is excited to rejoin Tree of Life as crew next summer

Cruising Areas

TREE OF LIFE is available for charter in the following destinations and sub-regions.

Full Specifications

Designer
Ted Brewer
Beam
5.5 m
Draft
2.6 m
Cruising speed
9 kts
Max speed
9 kts
Flag
United States
MCA
None
VAT
Not registered
Smoking
Smoking on aft
Crew language
English
Captain
Joshua Jacques

Diving

Snorkeling Equipment

Rates & Availability

Currency
SeasonPeriodWeekly Rate
Published weekly rateDates and season terms to be confirmed€25,400

Live data via CharterIndex · taxes, operating expenses and other charges are confirmed for the specific charter

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Suggested Itineraries

The Blue Ocean Concierge

Enhance your charter with Blue Ocean Concierge.

Every booking includes a dedicated concierge manager. Add any of the following — or anything else you can imagine — to shape a truly bespoke week.

  • Private jet & helicopter transfers
  • Michelin-trained private chef
  • Sommelier-curated wine provisioning
  • On-board yoga & spa therapists
  • VIP beach club & restaurant access
  • Photographer & videographer
  • Bespoke shore excursions
  • Live musicians & DJs
  • Anniversary, proposal & celebration staging
  • Chauffeured cars & discreet security
  • Marine biologist for the children
  • 24/7 personal concierge manager

Gallery

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Frequently asked

TREE OF LIFE: your questions, answered

The most common questions we receive about chartering TREE OF LIFE. For anything specific to your dates, guest list or itinerary, message us directly.

Ownership economics

What a yacht like TREE OF LIFE costs to own — not just to charter

A charter week on TREE OF LIFE is a fixed, all-in number. Ownership of a 28m yacht in this class is a five-year commitment — crew payroll, insurance, class and refit reserves, berthing and depreciation. Our yacht ownership vs charter vs fractional ownership study runs the real five-year cost of a €15 million yacht against the equivalent charter spend, and the most profitable yachts for owners ranking shows how much of that stack charter revenue actually recovers.

Continue planning

Plan a charter aboard TREE OF LIFE

Destinations → Yachts → Experiences → Events → Costs — every step of the brief, in the order our brokers work through it.

Internal link web

Compare destinations, itineraries & seasonal guides

Continue with the destinations, itineraries, marinas and practical guides that are most closely related to this page.

Knowledge graph

TREE OF LIFE inside the Blue Ocean Club ecosystem

Every link below exists for a stated operational reason — berthing, cruising range, route fit or a like-for-like alternative.

Home port

Where the yacht is berthed — the start of every charter

Cruising grounds

The cruising grounds the yacht is chartered in

Ecosystem

Parent ecosystem for the yacht's season

  • Caribbean

    Cruising region declared on the yacht record

Itineraries this yacht can run

Routes this yacht can run

Comparable yachts

Comparable yachts for the same brief

Also berths at

Additional marinas able to berth this yacht

From the Journal

Further reading.