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Key West Yachts for Sale

Average price $28.6K–15.9M · 66 Listings

2023 Concept 39CC

Key Largo, FL

Key West, Florida

Current Yachts

Islamorada, Florida

Gilman Yachts

2019 SeaVee 270z

$179,900
from $1,069/mo.
2019 SeaVee 270z

Key Largo, FL

MarineMax
2026 Boston Whaler 330 Outrage

Islamorada, Florida

MarineMax

2012 Boston Whaler 320 Outrage

$115,900
from $688/mo.
2012 Boston Whaler 320 Outrage

Key Largo, FL

MarineMax

2017 Lagoon 42

$459,000
from $2,726/mo.

Key West, Florida

Sail Away Catamarans

2026 Scout Boats 288 LXF

$407,269
from $2,419/mo.
2026 Scout Boats 288 LXF

Islamorada, Florida

MarineMax

2026 Scout Boats 240 XSF

$207,571
from $1,233/mo.
2026 Scout Boats 240 XSF

Islamorada, Florida

MarineMax

2006 Sea Ray Sundancer 60

$599,000
from $3,558/mo.

Key West, Florida

Sail Away Catamarans

2001 Luhrs 40 Convertible "Lolita"

$154,900
$35k
from $920/mo.

Key Largo, Florida

Yacht Sales International

2020 Majesty Yachts 140

$15,900,000
$4.05M
from $94,440/mo.
2020 Majesty Yachts 140

Key West, Florida

Terraglio Yacht Group

2025 Scout Boats 281 XSS

$252,131
$2.65k
from $1,498/mo.
2025 Scout Boats 281 XSS

Marathon, FL

MarineMax

2004 Sea Ray 420 Sundancer

$229,900
from $1,366/mo.
2004 Sea Ray 420 Sundancer

Key West, Florida

Florida Yachts International
2027 Boston Whaler 330 Vantage

Key Largo, FL

MarineMax

2021 Sunreef Yachts Supreme 68

$4,200,000
from $24,946/mo.
2021 Sunreef Yachts Supreme 68

Key West, Florida

Roccabella Yachts

2027 Scout Boats 357 LXF

Contact for Pricing
2027 Scout Boats 357 LXF

Key Largo, FL

MarineMax

2012 Riva 75 Venere

$1,549,900
$300k
from $9,206/mo.
2012 Riva 75 Venere

Key West, Florida

Florida Yachts International

2021 Boston Whaler 380 Outrage

$556,298
from $3,304/mo.
2021 Boston Whaler 380 Outrage

Key Largo, FL

MarineMax

2026 Scout Boats 220 XSF

$143,251
from $851/mo.
2026 Scout Boats 220 XSF

Marathon, FL

MarineMax

About Florida Keys

Key West Yachts for Sale

At the tip of the Florida Keys, where turquoise waters meet endless sunsets, Key West stands as a world-famous destination for boaters and luxury yacht owners. From its rich maritime history to its laid-back island lifestyle, Key West is a place where every day is a reason to set sail.

With year-round tropical weather, vibrant coral reefs, and deep bluewater just minutes offshore, Key West offers something for every kind of yachtsman. Whether you’re chasing sailfish, exploring hidden coves, or island-hopping through the Lower Keys.

Browse the best selection of new and used yachts for sale in Key West on YachtWay, featuring luxury motor yachts, sailing catamarans, sportfishing vessels, and express cruisers; all verified and listed by trusted Florida yacht brokers and owners.

Why Key West is a World-Class Yachting Destination

Key West is a boating lifestyle defined by freedom, adventure, and natural beauty.

  • Unrivaled Access: Direct entry to the Atlantic Ocean and Gulf of Mexico from your slip.
  • Island Adventures: Cruise to Marquesas Keys, Dry Tortugas National Park, and the Bahamas with ease.
  • Premier Fishing Grounds: Renowned for world-class sportfishing — sailfish, mahi-mahi, tuna, and marlin are just offshore.
  • Vibrant Marina Scene: From Galleon Resort & Marina to Oceans Edge, Key West’s marinas offer luxury amenities, fuel docks, fine dining, and concierge services.
  • Liveaboard Lifestyle: Many yacht owners choose to make Key West their home port, enjoying a blend of Caribbean charm and American convenience.

Here, yachting isn’t just recreation, it’s a way of life.

Key West Yacht Market Overview

The Key West yacht market is thriving, attracting both U.S. and international buyers seeking warm-weather yachting, charter income potential, and world-class cruising grounds.

  • Average yacht price in Key West: $450,000 to $3.9 million USD.
  • Most popular yacht types: Sportfishing boats, luxury motor yachts, center consoles, sailing catamarans, and long-range trawlers.
  • Top brands: Viking, Hatteras, Princess, Azimut, Sunseeker, Boston Whaler, and Lagoon Catamarans.
  • Used yacht advantage: Many Key West yachts are professionally maintained year-round, keeping resale values strong despite heavy use.

The combination of charter-friendly regulations and prime cruising conditions makes Key West one of the most sought-after yacht ownership markets in the United States.

Where to Buy a Yacht in Key West

Key West offers a range of marinas and yacht hubs perfectly suited for both private ownership and charter operations:

  • Galleon Resort & Marina: A premier downtown marina with full amenities, fuel docks, and luxury accommodations.
  • Oceans Edge Marina: Located on Stock Island, it offers modern slips, resort facilities, and easy Gulf access.
  • Sunset Marina: Popular among private yacht owners for its tranquil setting and large slips.
  • Stock Island Yacht Club & Marina: A sophisticated marina community with full-service yacht maintenance, pool, and fine dining.

These marinas are home to a thriving boating culture, offering everything from sunset cruises to multi-day voyages, all within minutes of the open ocean.

Top Yachts for Sale in Key West

Explore a curated range of Key West yacht listings on YachtWay, including:

  • Luxury Motor Yachts: Perfect for island-hopping and entertaining under the Keys’ golden sunsets.
  • Sportfishing Boats: Tournament-ready vessels built for deep-sea action in the Florida Straits.
  • Catamarans & Trimarans: Spacious, stable, and ideal for long-term cruising and liveaboard lifestyles.
  • Center Consoles & Express Cruisers: Sleek, fast boats designed for fun on the water and quick island escapes.

Every YachtWay listing features verified specifications, detailed photos, and transparent pricing, allowing you to shop confidently from anywhere in the world.

Why Buy a Yacht in Key West

For yacht owners seeking a blend of luxury, adventure, and sun-soaked tranquility, Key West is truly unmatched.

  • Year-Round Boating: Tropical climate ensures perfect conditions every season.
  • Caribbean Access: The Bahamas and Cuba are just hours away by sea.
  • Charter Potential: High tourism demand supports excellent charter income opportunities.
  • Luxury Lifestyle: Dockside dining, waterfront resorts, and a welcoming marina culture.
  • Adventure Awaits: From reef diving to bluewater cruising, Key West is your launchpad to paradise.

Why Buy Your Key West Yacht on YachtWay

YachtWay makes buying your Key West yacht simple, transparent, and modern — combining verified listings, trusted brokers, and digital closing tools into one seamless platform.

When you search Key West yachts for sale on YachtWay, you’ll enjoy:

  • Verified and current listings with full specs and 3D tours.
  • Direct communication with experienced Florida Keys yacht brokers.
  • Advanced search tools to filter by location, price, and vessel type.
  • Digital contracts and secure closings via YachtWay EasyClose.
  • Local and nationwide listings across Florida’s top yachting cities.

Whether you’re looking for a charter-ready catamaran or a luxury motor yacht, YachtWay connects you with the best of the Florida Keys.

Start Your Key West Yacht Search Today

Cruise into the heart of paradise and experience the ultimate in oceanfront living. Browse the latest Key West yachts for sale on YachtWay, your gateway to Florida Keys adventure, island luxury, and limitless freedom on the water.

Find your perfect yacht on YachtWay: the world’s most modern and advanced yacht listing platform. Your Yacht. Your Way. YachtWay.

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