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Finding Used Sailboats for Sale in the Caribbean
In a Nutshell...
While it might seem unusual to look for a used sailboat in the Caribbean, it can be a savvy move for several reasons, including potential bargains and the chance to skip a long ocean passage. The main places to look are online brokerage sites, specialized marketplaces, and even local charter companies that are updating their fleets. Before you go, it's vital to research the market, plan your trip carefully, and have a clear strategy for surveying any potential vessel to ensure you're making a sound investment.
'Sunchaser Unplugged', a Beneteau Oceanis 36CC
Location: Grenada, West Indies
Asking Price: $65,000
Table of Contents
For any experienced sailor, the idea of buying a used boat is a familiar one. But when the search for a new vessel takes you to the far-flung islands of the Caribbean, the process changes entirely. Why would you look so far from home, and where do you even begin your search?
There's a prevailing notion that you'll find a bargain in the Caribbean—and sometimes you do. The reality is that many boat owners who have sailed south may not have the time, or the desire, to sail their boat back home. This can give a potential buyer a strong negotiating position. Others may simply have found the boat they’ve always wanted, and it just happens to be there.
As a seasoned ocean sailor, I can tell you that the allure of finding a boat already in the Caribbean is strong for another reason: you get to skip the challenging transatlantic passage. It's a significant undertaking, and for many, beginning your cruising adventure in the islands themselves is a much more appealing prospect.
Where to Look for a Used Caribbean Sailboat
While a traditional online brokerage is a good starting point, there are specific avenues to explore when searching for a boat in the Caribbean. The market has its own unique ecosystem, and knowing where to look is half the battle.
- Online Marketplaces & Forums: Sites like YachtWorld and The Annapolis Yacht Sales list thousands of vessels, but look for forums and classifieds dedicated to Caribbean-based sailing. They often feature listings from private owners who don't want to go through a broker.
- Charter Company Fleets: Many charter companies, such as The Moorings and Sunsail, regularly sell off older boats to refresh their fleets. These vessels can be a good option for island hopping as they're generally well-maintained and optimised for maximising accommodation. However, they may not be ideally suited for long-distance, blue-water cruising.
- Local Marinas & Shipyards: Don’t underestimate the power of simply asking around. I've found that some of the best opportunities are found through word of mouth. A friendly chat with a dockmaster or local boatyard owner can sometimes turn up a lead on a boat that isn't even officially on the market yet.
'Sea del Uno', a Beneteau 411
Location: Grenada, West Indies
Asking Price: $83,000
The Survey: A Crucial First Step
You’ve found a potential boat, and it looks like the one. Now what? You have a few options to consider before you get on a plane. My advice is to think of this as a strategic mission, not a casual trip.
From my own experience, I’d suggest a staged approach. Firstly, do your due diligence remotely. Ask the owner for as many detailed photos and videos as possible. Get a sense of the boat’s history—maintenance logs, recent upgrades, and any known issues.
Once you’re satisfied, it’s time to consider a professional survey. I would get quotes from at least two local professional yacht surveyors. It’s also wise to get an estimate for the cost of your travel and accommodation. If the travel costs are relatively low compared to the survey cost, then I'd take the time to visit the boat myself. Nothing beats seeing her in person, getting a feel for the deck layout, and checking for any obvious red flags like osmosis or rig issues.
If, after your initial look-see, you're still keen, then you can appoint a professional surveyor. Their detailed report will be the definitive guide to the boat’s condition and will either confirm your decision to make an offer or convince you to walk away.
'Torvin', a Lagoon 500
Location: Grenada, West Indies
Asking Price: $415,000
Logistical & Financial Considerations
Before you get too attached to a particular boat, it’s essential to be realistic about the financial and logistical demands of an international purchase. The purchase price is just the beginning.
Ongoing Costs of Ownership
You should budget for the ongoing expenses of owning a boat in the Caribbean. This includes:
| Expense | Description |
|---|---|
| Maintenance | Tropical conditions accelerate wear and tear. A common rule of thumb is to budget 10% of the boat’s value annually for maintenance. |
| Marina & Mooring Fees | Daily and monthly rates vary widely, from around $1 per foot in some marinas to much more in upscale locations. Anchoring can be free, but you’ll still pay for laundry, water, and fuel. |
| Insurance | Most reputable insurers will require a recent survey and will have specific requirements for where the boat can be during hurricane season. |
| Paperwork & Legal Fees | A local agent or lawyer may be needed to handle the title transfer, registration, and tax paperwork, all of which can vary by island. |
Shipping & Delivery
If you aren't planning to sail the boat home yourself, you’ll need to factor in the cost of shipping. This is a big ticket item and can cost anywhere from £8,000 to well over £25,000, depending on the boat’s size and the destination. You'll need to secure a shipping cradle and ensure all your documents are in order for customs.
Paperwork & Legalities
The legal landscape can be complex. You'll need a clear Bill of Sale and a de-registration certificate from the boat's previous flag state. It’s also crucial to understand any import duties or taxes that may be due upon bringing the boat into your home country.
Life in the Tropics: What to Consider
Living and sailing in the Caribbean is a dream for many, but it presents unique challenges that you need to be prepared for, particularly concerning your new boat. After all, if you're looking to buy a sailboat in the Caribbean, you're likely dreaming of a life on the water there, so be sure to check out our comprehensive Sailing in the Caribbean: Information for Skippers & Crew guide for everything you need to know about the region's sailing conditions, anchorages, and local culture.
Hurricane Season Preparedness
This is a non-negotiable part of Caribbean boating. From June to November, you must have a plan. This involves finding a secure "hurricane hole" or a marina with a proven track record, or alternatively, sailing the boat out of the hurricane zone to a safer location, such as Grenada, which is often considered outside the hurricane belt. My experience has taught me that a well-thought-out plan and comprehensive insurance are more than just a good idea—they are essential for peace of mind.
Common Issues in a Tropical Climate
The combination of high humidity, intense UV light, and constant salt exposure can be brutal on a boat. Here's a quick list of things to keep an eye on when you’re inspecting a potential purchase:
- UV Damage: Look for faded or crazed gelcoat, cracked plastic, and perished seals on hatches and ports. The sun can be an unforgiving enemy.
- Corrosion: Be meticulous in checking all metal fittings. Salt accelerates corrosion, especially on through-hulls, rigging fittings, and engine components.
- Mould & Mildew: High humidity is a breeding ground for mould. Check lockers, bilges, and behind interior panels for signs of growth and a musty smell. A well-ventilated boat is key to keeping it at bay.
- Engine & Mechanicals: Higher ambient temperatures put extra strain on engines. Ensure the cooling system is in top condition and ask for recent service records.
Summing Up
Buying a used sailboat in the Caribbean can be a rewarding adventure, but it requires a careful, methodical approach. While the prospect of a good deal and the chance to start your cruising life in paradise are tempting, it's essential to put in the groundwork. By knowing where to look and following a smart strategy for your due diligence, you can turn a potentially risky long-distance purchase into a fantastic investment that sails you into your next chapter.
This article was written by Dick McClary, RYA Yachtmaster and author of 'Offshore Sailing' published by the Royal Yachting Association ( RYA) and member of The Yachting Journalists Association (YJA).
A Selection of Used Sailboats for Sale in the Caribbean
'Just Now', a Beneteau 463
Location: Grenada, West Indies
Asking Price: $79,500
'Heavy Metal', an 11.6m Van de Stadt Cruiser
Location: Curacao, Dutch Antilles
Asking Price: $53,000
'Bijou', a Hylas 46
Location: Panama
Asking Price: $397,500
'Windward', a Tayana 48 DS
Location: Grenada, West Indies
Asking Price: $390,000
'Alkoomi', a Hunter 466
Location: Grenada West Indies
Asking Price: $149,000
'Galileo', a Jaguar 36 catamaran
Location: Grenada West Indies
Asking Price: $150,000 now $120,000
'Coco Rose', a Fountaine Pajot Lipari 41
Location: Grenada, West Indies
Asking Price: $345,000
'Petrel Blue', a Westerly Oceanranger 38
Location: Grenada, West Indies
Asking Price: $38,588
'BlueJacket', a Freedom 40/40
Location: Belize, Central America
Asking Price: $150,000 $134,900
'Cabo Frio', a Catalina Morgan 43
Location: Grenada, West Indies.
Asking Price: $65,000
'Hitchcock', an RM1260
Location: Grenada, West Indies.
Asking Price: €209,000
Frequently Asked Questions
How much does it cost to ship a sailboat from the Caribbean?
How much does it cost to ship a sailboat from the Caribbean?
Shipping costs vary widely based on the boat’s size and destination, but you can expect to pay anywhere from £8,000 to £25,000 or more for a mid-sized cruising yacht.
Are charter boats a good option for liveaboard cruising?
Are charter boats a good option for liveaboard cruising?
Charter boats can be a good option for short-term cruising, but they are often optimised for maximum cabin space and comfort over robust offshore capability. It’s essential to have a professional survey to assess their suitability for your specific needs.
What are the biggest challenges of buying a boat in the Caribbean?
What are the biggest challenges of buying a boat in the Caribbean?
The biggest challenges include the logistics of visiting the vessel, the potential for a ‘laissez-faire’ maintenance culture on some islands, and navigating the complexities of local paperwork and title transfer.
Is it possible to find a “blue water” cruising boat in the Caribbean?
Is it possible to find a “blue water” cruising boat in the Caribbean?
Yes, it is. While the market has a large number of charter-style boats, many seasoned cruisers also sell their blue water-capable vessels there. It just requires more careful searching and verification.
What is the best time of year to buy a sailboat in the Caribbean?
What is the best time of year to buy a sailboat in the Caribbean?
The off-season, typically from May to October, is often the best time to look as many owners have left the area and may be more motivated to sell. This is also when marinas are less crowded and services are more readily available.
Do I need a lawyer when buying a boat in the Caribbean?
Do I need a lawyer when buying a boat in the Caribbean?
While not always legally required, it is highly recommended to engage a marine lawyer or an experienced agent. They can help you navigate the complexities of international law, ensure a clear title transfer, and handle local tax and registration paperwork.
Can I get a loan to buy a sailboat in the Caribbean?
Can I get a loan to buy a sailboat in the Caribbean?
Yes, many marine finance companies offer loans for international boat purchases. However, they may require a full pre-purchase survey by a qualified surveyor from an approved list and can have specific requirements about the boat's age and condition.
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