A 55‑foot Galeon with fold‑down terraces: charter the Gulf from Naples to Marco Island

NAPLES PRIVATE FIELD GUIDE

A 55‑foot Galeon with fold‑down terraces: charter the Gulf from Naples to Marco Island

Private half‑ or full‑day charters aboard the 2019 Galeon 550 Fly for up to 12 people, offered year‑round from Naples and Marco Island—this guide explains what to expect and how to plan.

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A 55‑foot Galeon with fold‑down terraces: charter the Gulf from Naples to Marco Island.

Duration
4-8 HRS
Location
Naples
Operator
Naples Nantucket Yacht Charters
Category
Private

Adventure brief

A 55‑foot Galeon with fold‑down terraces: charter the Gulf from Naples to Marco Island

Charter the 2019 Galeon 550 Fly from Naples Nantucket Yacht Charters and move through Southwest Florida’s coastal waters in a 55‑foot yacht built for socializing and comfort: an innovative beach‑mode layout with fold‑down terraces, European styling inside, and space for family or friends makes this a distinctive way to explore Naples, Marco Island and nearby sandbars and coves.

Board the Galeon 55' with Naples Nantucket Yacht Group and trade shoreline crowds for a private sweep of Southwest Florida’s Gulf coast. Operating out of Naples City Dock in Naples, Florida, this 55-foot 2019 Galeon 550 Fly blends European styling with a beach-mode layout—fold-down terraces that open the cockpit into an expansive sun-soaked lounge—ideal for cruising to Marco Island, Keewaydin, and the region’s secret sandbars. The scene here is low, luminous coastline: long white-sand strands, mangrove islands, glassy seagrass flats and shallow turquoise shallows where rays and juvenile tarpon hunt. From the flybridge you’ll watch osprey quarter mangrove edges and dolphins thread channels; under anchorage you can step onto powder sand bars or glide on paddleboards.

Inside, luxe materials and panoramic windows give the salon an airy, modern feel, and the three cabins let small groups sleep onboard for multi-day escapes. The yacht’s performance—responsive hull, steady ride—and its twin engines make short hops between Naples and Marco Island easy, while captains from Naples Nantucket Yacht Group design itineraries that fold in waterfront restaurants, quiet coves and longer runs offshore. For families it’s a shallow-water playground with add-ons such as paddleboards, Seabobs and inflatable lounges. For celebrations, the fold-down bulwarks create an entertainment terrace that feels larger than the boat itself.

Practicalities arrive with equal polish: charters are available year round, with four-hour half days or eight-hour full days departing from Naples City Dock; pricing begins at published rates. Included are vessel use, light cruising fuel, water and ice—food, beverages and gratuity are not included. Each charter requires at least one adult age 21+ aboard. Weather dictates availability.

What makes this a stand-out is the combination of the Galeon’s ingenious beach mode and the local coastline’s variety. Naples’ offshore bars, barrier islands and mangrove-lined estuaries offer both calm anchorages for swimming and faster passages where the Gulf opens into broad horizon views. Naples Nantucket Yacht Group’s white-glove custom approach—tailored menus, toys, and a captain-led plan—turns a day on the water into both a relaxed retreat and an active coastal expedition. Whether you want to watch a sunset with champagne, anchor at a quiet sandbar for a picnic, or explore Marco Island’s inlets, a private charter on the Galeon 55' is one of the most direct ways to experience Southwest Florida’s shoreline on your terms.

Overnight and weekend charters shift the mood: staterooms include a roomy master and guest cabins, so mornings begin with coffee over wakes and evenings end under wide, star-filled skies far from light pollution. To book, CALL TO BOOK at Naples City Dock or contact Naples Nantucket Yacht Group directly—phone 239-331-6868—to arrange menus, water toys, and custom routing that matches your pace and priorities. Expect attentive, professional service.

Route Schematic

Typical route and stops

Charters depart from Naples and can include nearby highlights such as Keewaydin, sandbars, hidden coves and Marco Island—stops are customizable to weather and guest preferences.

  1. Naples City Dock (boarding)

    Primary meeting and boarding point for charters in Naples; guests embark here and brief with the crew before departure.

  2. Hidden coves and sandbars

    Anchor at secluded sandbars or coves to swim, deploy water toys, and use the Galeon’s extended terraces for lounging and dining.

  3. Marco Island and nearby shores

    Cruise to Marco Island or linger along the coast for waterfront restaurants, beaches, and protected anchorages—routes are tailored by the captain and concierge.

Charter availability and chosen stops are subject to weather and captain discretion; at least one adult aged 21+ with a valid driver’s license must be included on each charter.

What the day feels like

What the day feels like

Board at the Naples City Dock and spend a relaxed half day (4 hours) or a fuller 8‑hour day aboard a captain‑crewed Galeon 550 Fly: cruise along the Gulf, anchor off sandbars or hidden coves, drop terraces and swim or dine, and return with everything handled by an attentive crew.

Beach‑mode terraces expand the entertaining space

THE LAYOUT

Beach‑mode terraces expand the entertaining space

The Galeon 550’s fold‑down bulwarks convert the cockpit into extended terraces, creating a large indoor–outdoor entertainment zone that changes the way you anchor and socialize aboard.

Modern European styling and multiple staterooms

THE INTERIOR

Modern European styling and multiple staterooms

Inside, warm woods, panoramic windows and multiple well‑appointed staterooms—including a generous master suite—provide a refined place to relax for day trips or overnight stays.

Custom charters with white‑glove concierge options

THE SERVICE

Custom charters with white‑glove concierge options

Naples Nantucket Yacht Group pairs the Galeon’s design with bespoke service—catered meals, water‑toy packages, and curated itineraries let you tailor a celebration, family day, or romantic escape.

Suitability

Who it's for

Who gets the most from this charter—and who should look elsewhere.

1
Celebration GroupsIdeal for birthdays, anniversaries, or parties—the yacht accommodates up to 12 guests and its entertainment‑forward layout suits gatherings and catered meals.
2
FamiliesA good match for family outings: multi‑stateroom accommodations and crew support make day trips or short overnight charters straightforward, though at least one adult 21+ is required aboard.
3
Couples and Small GroupsWell suited to romantic escapes or small groups seeking privacy and comfort aboard a refined European‑styled yacht with dedicated crew service.
4
Active Water EnthusiastsA solid option if you plan to use add‑on water toys—paddle boards, Seabobs, inflatable lounges and jet ski options are available to expand the day’s activities.

Practical planner

Details to review before reserving

Timing & Season

Charters are offered year‑round; choose a half day (4 hours) or a full day (8 hours) depending on how much time you want on the water.

Meeting Point & Boarding

Most Naples departures board at the Naples City Dock; confirm boarding location and time with the operator when you book.

What to Bring

Follow operator guidance; charters require at least one adult aged 21+ with a valid driver’s license onboard and availability is subject to weather—confirm specifics when you reserve.

Extras & Add‑ons

Naples Nantucket Yacht Group offers water‑toy add‑ons such as paddle boards, Seabobs, inflatable lounges and a jet ski to customize your charter.

Capacity & Accommodations

The 2019 Galeon 550 Fly carries up to 12 guests, has three cabins and is crewed by two—speak with the operator about overnight or multi‑day options.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long are the charter options?

Charters are available as half‑day (4 hours) or full‑day (8 hours) bookings.

Where do I meet for the Naples departure?

Naples charters typically meet at the Naples City Dock.

How many people can the yacht carry?

The Galeon 550 Fly is rated for up to 12 guests and features three cabins with a two‑person crew.

Are there age or ID requirements?

Each charter must include at least one adult aged 21 or older and that adult must have a valid driver’s license.

Can I add water toys or other extras?

Yes—add‑ons such as paddle boards, Seabobs, inflatable lounges and a jet ski are available; speak with the operator to reserve them.

Is availability affected by weather?

Yes—charter availability and routing are subject to weather and captain discretion.

Can I book multi‑day or customized durations?

Multi‑day charters and custom times are available by calling the operator to discuss options and availability.

How this guide was prepared

This field guide is synthesized using verified supplier specifications, route descriptions, and destination data. Some booking links may generate affiliate revenue for ADV Guides.

  • Verified: 2026-09-10T12:13:46.067Z

Some booking links may generate revenue for ADV Guides or The Adventure Collective.

Availability, pricing, schedules and operating details can change.

Trip details and contextual sources were reviewed by ADV Guides Editorial.

A 55‑foot Galeon with fold‑down terraces: charter the Gulf from Naples to Marco Island