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1988 Oyster 55 Sold Boat in Marathon, FL US

$215,000

Used
We will let you know when another 1988 Oyster 55 is available in Marathon, FL
builtBuilt in 1988
Year the boat was built
model

55

Boat model
engine

--

Engine type and count
length

55 feet

Overall boat length
fuel

--

Fuel type
material

Fiberglass/Reinforced

Hull material

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Price$215,000$190,000$189,000$185,000
LocationMarathonPalmettoSaint PetersburgSaint Petersburg
Nominal Length55'49'48'44'
Beam15'---
Draft7'---
Engine Make-YanmarVolvo PentaBeta
Total Engine Power-110 hp55 hp50 hp
Days on Market43383223245
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Other Oyster boats for sale in Florida, United States

REDUCED PRICE FOR QUICK SALE $279,000.

The Oyster '55, launched in 1988 as a '53, but soon after her first owners added a swim transom making her unique for her age group. This cutter rigged sloop is an exceptional long distance blue water cruiser, set up for short handed sailing. She is an excellent cruising vessel for two but also makes a great family/friends boat sleeping 8 in 4 cabins. All will agree that this model has withstood the test of time and is regarded by many as one of the best cruising yachts around.
This Oyster has navigated all the worlds major oceans and has proven herself in countless ways. She has a dash of notoriety as she was owned at incept by Richard Matthews the founder of Oyster yachts and with her second owner she won the Sydney to Hobart in her cruising class!
The layout of this 55 is hard to beat sporting one the most open and airy salon spaces of any yacht I've ever seen. The salon features ample natural light and excellent ventilation with deck prisms, opening ports, hatches and signature Oyster forward opening windows in the main salon. The salon features a large curve-around sofa with storage underneath, a quality patterned teak table that folds out to seat 10 and an aft facing nav station (handy as it faces the cockpit), a smaller settee with a beautifully crafted slide-out teak bar forward. The owners queen island walk around stateroom space flows gracefully in a continuous loop through the aft and features an en-suite head with a large stall shower, 2 hatches, spacious sink and louvered storage areas. The queen berth has updated foam mattresses and is an excellent living space for two to share. It sports a hanging locker, lots of ventilation with five opening ports, louvered shelving and deep drawer areas, even an oversized chart drawer.
Aft stateroom flows through to the galley with large double stainless sinks facing forward, new chrome fixture with spray nozzle, plenty of food and utility storage, two deep refrigerator boxes and a three burner gimbaled stove and microwave oven. The engine at midship has acesss panels on all four sides. Four cabins overall, the owners stateroom, the V- berth, and two stacked twins, one with a clothes washer, and each with closet and storage, for kids, crew or gear. Two full sized heads, each with stall showers one wiht seat, each with large louvered storage cabinents, One of the last owners was a man of 6'3" who was very pleased with the headroom. The floor plan flows exceptionally well and offers clever storage in every cabin.
The 5' 6" shoal keel is worth its weight in gold when cruising the Bahamas and Caribbean. Paired with the swim transom addition by the first owner, and the heavy duty Whitall davits and generator this yacht really has it all for cruising. Large capacity fuel and water tanks, fuel transfer filter, tank tender, safe roomy center cockpit, wide side decks, two dedicated showers. Electricity has been converted for cruising and accepts 2x 30 amp 110 or 230 UK in. Power can be converted from 110 to 220 or the inverse. So, you can cruise just about anywhere.
The last owner sailed her from Spain through the Med, the Canaries, Morocco, Cape Verde Islands, across the Atlantic to Brazil, Amazon, Caribbean & Bahamas...and had an exceptional voyage. She is for sale in Marathon FL please call for details of her present location. Its time for Xiuma to find her new owner, she is ready for new adventures. She is a classy boat, a thoroughbred, a passionate person's boat. She has full stock of spare parts, a full set of tools and a full set of custom linens, cooking pans, down pilows, charts, cruising guides, even a few spare bottles of good tequila...Get her now so you can do all you want to do and be ready to go this winter. She brings a life of adventure to her new owner.

Nominal Length
55ft
Length Overall
55ft
Beam
15ft
Max Draft
7ft
Hull Material
fiberglass

REDUCED PRICE FOR QUICK SALE $279,000.

The Oyster ’55, launched in 1988 as a ’53, but soon after her first owners added a swim transom making her unique for her age group. This cutter rigged sloop is an exceptional long distance blue water cruiser, set up for short handed sailing. She is an excellent cruising vessel for two but also makes a great family/friends boat sleeping 8 in 4 cabins. All will agree that this model has withstood the test of time and is regarded by many as one of the best cruising yachts around. 
 
This Oyster has navigated all the worlds major oceans and has proven herself in countless ways. She has a dash of notoriety as she was owned at incept by Richard Matthews the founder of Oyster yachts and with her second owner she won the Sydney to Hobart in her cruising class!
 
The layout of this 55 is hard to beat sporting one the most open and airy salon spaces of any yacht I’ve ever seen. The salon features ample natural light and excellent ventilation with deck prisms, opening ports, hatches and signature Oyster forward opening windows in the main salon. The salon features a large curve-around sofa with storage underneath, a quality patterned teak table that folds out to seat 10 and an aft facing nav station (handy as it faces the cockpit), a smaller settee with a beautifully crafted slide-out teak bar forward. The owners queen island walk around stateroom space flows gracefully in a continuous loop through the aft and features an en-suite head with a large stall shower, 2 hatches, spacious sink and louvered storage areas.  The queen berth has updated foam mattresses and is an excellent living space for two to share. It sports a hanging locker, lots of ventilation with five opening ports, louvered shelving and deep drawer areas, even an oversized chart drawer. 
 
Aft stateroom flows through to the galley with large double stainless sinks facing forward, new chrome fixture with spray nozzle, plenty of food and utility storage, two deep refrigerator boxes and a three burner gimbaled stove and microwave oven. The engine at midship has acesss panels on all four sides. Four cabins overall, the owners stateroom, the V- berth, and two stacked twins, one with a clothes washer, and each with closet and storage, for kids, crew or gear. Two full sized heads, each with stall showers one wiht seat, each with large louvered storage cabinents, One of the last owners was a man of 6’3” who was very pleased with the headroom. The floor plan flows exceptionally well and offers clever storage in every cabin.
 
The 5’ 6”  shoal keel is worth its weight in gold when cruising the Bahamas and Caribbean. Paired with the swim transom addition by the first owner, and the heavy duty Whitall davits and generator this yacht really has it all for cruising. Large capacity fuel and water tanks, fuel transfer filter, tank tender, safe roomy center cockpit, wide side decks, two dedicated showers. Electricity has been converted for cruising and accepts 2x 30 amp 110 or 230 UK in. Power can be converted from 110 to 220 or the inverse. So, you can cruise just about anywhere.
 
The last owner sailed her from Spain through the Med, the Canaries, Morocco, Cape Verde Islands, across the Atlantic to Brazil, Amazon, Caribbean & Bahamas…and had an exceptional voyage. She is for sale in Marathon FL please call for details of her present location. Its time for Xiuma to find her new owner, she is ready for new adventures. She is a classy boat, a thoroughbred, a passionate person’s boat. She has full stock of spare parts, a full set of tools  and a full set of custom linens, cooking pans, down pilows, charts, cruising guides, even a few spare bottles of good tequila…Get her now so you can do all you want to do and be ready to go this winter. She brings a life of adventure to her new owner. 

 

Contact

Marathon, FL

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Overview from around the web 1988 Oyster 55

Customers praise the 1988 Oyster 55 for its exceptional build quality and timeless design

Many highlight its sturdy construction, spacious and comfortable interior, and impressive sailing performance. Owners often mention the yacht’s excellent handling in various sea conditions, making it a reliable choice for long-distance cruising. The classic aesthetic combined with practical features appeals to those seeking both elegance and functionality on the water. Overall, the 1988 Oyster 55 is celebrated for its durability, comfort, and enduring appeal among sailing enthusiasts.

The Biggest Pros and Cons

The 1988 Oyster 55 is a classic cruising yacht renowned for its blend of performance, comfort, and craftsmanship. Here are some of the key pros and cons of this model:

Pros

Solid Construction: Built by Oyster Yachts, the 55 boasts a robust fiberglass hull with high-quality materials and expert craftsmanship, ensuring durability and longevity.

Timeless Design: The elegant lines and traditional aesthetic make it a standout classic that ages gracefully.

Spacious Interior: Generous below-deck space with well-thought-out layouts provides comfortable living accommodations for extended cruising.

Sailing Performance: Designed for bluewater cruising, it offers balanced handling, good stability, and reliable performance in a variety of sea conditions.

Strong Resale Value: Oysters are highly regarded in the sailing community, often maintaining good market value.

Well-Equipped: Typically comes with quality fittings and systems suitable for serious offshore passages.

Cons

Weight: The solid build and heavy displacement can mean the boat is slower in lighter winds compared to more modern, lighter designs.

Maintenance: Older boats like the 1988 Oyster 55 require ongoing maintenance, and some systems may need updating or refurbishing.

Cost: Being a premium yacht, both initial purchase price and upkeep can be higher than average.

Interior Style: While spacious, the interior décor may feel dated to some and could require modernization to suit contemporary tastes.

Maneuverability: Due to its size and displacement, it may be less nimble in tight marina spaces and require an experienced skipper.

Made For

The 1988 Oyster 55 is designed for sailing enthusiasts who value classic elegance combined with robust performance. It is ideal for experienced sailors seeking a luxurious and comfortable yacht capable of long-distance cruising and bluewater adventures. This vessel appeals to those who appreciate quality craftsmanship, timeless design, and a reliable sailing experience.

Finance your dream boat!

Use our boat payment calculator to estimate monthly payments for 1988 Oyster 55. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Cutter cost in today's market, or how much does a Oyster cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
510152025
%
Principal Loan Amount$ 182,750
Total Payment$326,750.21
Monthly payment
$1,361.46/mo

Finance your dream boat!

Use our boat payment calculator to estimate monthly payments for 1988 Oyster 55. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Cutter cost in today's market, or how much does a Oyster cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
510152025
%
Principal Loan Amount$ 182,750
Total Payment$326,750.21
Monthly payment
$1,361.46/mo

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Marathon, FL

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Marathon, FL

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