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Caribbean Yacht Charter With Jet Ski — 5 Crewed Multi-Day Boats

Caribbean, North America

Caribbean Yacht Charter With Jet Ski — 5 Crewed Multi-Day Boats

Caribbean Yacht Charter With Jet Ski — 5 Crewed Multi-Day Boats

⚓ Five days, one yacht, one guest list — your own crew, a jet ski off the transom and an island chain that answers only to you.

↓ pick your yacht & your islands — the water is yours, the crew is ready

This is not a boat tour. A privately crewed multi-day charter in the Caribbean hands your group the whole vessel, the captain, the crew and the week — teak underfoot, a chilled glass in hand, and a jet ski waiting on the aft deck for whoever wakes up first. Nothing is shared, nothing is scheduled, and nobody else is aboard. ⚓✨

⚓ Quick Navigation
  1. Italian Superyacht Icon — 116 Azimut I
  2. Carlo Galeazzi Elegance — 116 Azimut II
  3. French Shipyard Pedigree — 114 Couach
  4. Classic Blue-Water Lady — 115 Brooks Marine
  5. ⭐ Top Pick — 76 Matrix
  6. Itinerary Idea
  7. 🔍 Find Your Charter

🗺️ Your Five Days Afloat in the Islands

Route planning map for a five-day private Caribbean charter with jet ski

Board at a Caribbean marina, and the first morning already feels different — no queue, no timetable, just your captain reading the wind and the swell before pointing the bow at the next island. Across five days there is room for a long downwind run, two or three anchorages you will not want to leave, and a jet ski session every single afternoon. 🌊

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Days 1–2 — board, settle and first anchorage. A welcome drink on the aft deck, a slow run out of the marina, then a quiet bay where the crew sets the lines and the jet ski goes in the water. Dinner is served at anchor under a sky with no city in it.
Days 3–5 — island hopping, toys out, sunset runs home. Mornings are for moving, afternoons for the water slide, Seabob, kayaks and paddle boards, and the jet ski whenever the mood takes you. Evenings drift between anchorages, with one long cruise back toward the marina on the final day.
💡 Insider tip: tell your captain on day one that you want the jet ski out every afternoon — the best anchorages in the islands are the ones the day boats have already left by four o’clock.

Private superyacht anchored in a turquoise Caribbean bay

These multi-day charters suit couples, families and small groups who want a real week out on the water rather than a scheduled tour. Every yacht comes fully crewed, so navigation, anchoring and service are somebody else’s job — yours is the swimming, the jet ski and the sunset.

Superyacht Icon

116 Azimut I

116 Azimut I luxury superyacht available for a crewed Caribbean charter with jet ski

  • 🛥️ 116 feet of Italian elegance with a 24-foot beam for apartment-grade decks
  • 🎢 Water slide, Seabob, kayak, paddle board and floats for the whole group
  • 🛁 Onboard jacuzzi and a tender for shore runs and beach drops
  • 🍽️ Five ensuite cabins, air conditioning and WiFi throughout
  • 👨‍✈️ Private crew included
This 116-foot Azimut welcomes up to 13 guests for the day and sleeps ten in five ensuite cabins, with a crew of six looking after everything from the lines to the jacuzzi. Stefano Righini lines, Carlo Galeazzi interiors and a jet ski on the aft deck — the whole vessel is yours, and the islands are the itinerary.

🌊 Did you know?

Some Caribbean anchorages are so well protected you can leave a glass of wine on the rail overnight and find it exactly there at sunrise. Locals call it “the lake” — and once you have slept through a night on one, you will never want a marina again.

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Check live yacht availability in Caribbean — Le Marin (Martinique)
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Carlo Galeazzi Elegance

116 Azimut II

116 Azimut II superyacht for private multi-day charter in the Caribbean

  • 🛋️ Five ensuite cabins and a master suite for up to twelve overnight guests
  • 🎢 Water slide, wake board, kayak and a swimming platform at the transom
  • 🍖 BBQ grill on deck and a jacuzzi for the long, slow evenings
  • 📶 Air conditioning and WiFi from bow to stern
  • 👨‍✈️ Private crew included
A 116-foot Azimut with a 24-foot beam, sleeping twelve in five cabins and welcoming 13 for the day, served by a crew of six. She cruises at 16 knots — which in the islands means the run between anchorages is part of the holiday, not a transfer.

🌴 Feeling the Vibe?

There are islands down here where the only other boat you will see all evening is a fishing skiff heading home. That is the real luxury of a five-day charter — the anchorage empties, and it belongs to you.

French Shipyard Pedigree

114 Couach

114 Couach luxury yacht for crewed Caribbean charter with jet ski

  • ☀️ Sunpad, sun deck and swimming platform for long afternoons in the water
  • 🎢 Water slide, Seabob, kayak, paddle board and floats on board
  • 🛁 Jacuzzi on deck and five VIP cabins with ensuite bathrooms
  • 🍽️ Air conditioning and WiFi throughout the guest areas
  • 👨‍✈️ Private crew included
Built by Couach and designed in-house in France, this 114-footer sleeps ten in five VIP cabins and takes 13 for the day with a crew of five. A shallow 5.58-foot draft means she slips into bays and beach clubs that deeper yachts simply have to admire from outside.

🤫 A Secret for You…

Azimut started in 1969 with one man chartering sailboats out of Turin — a city with no sea at all. Today it is the biggest luxury yacht group on the planet, and two of the boats in this article carry that badge.

Classic Blue-Water Lady

115 Brooks Marine

115 Brooks Marine classic yacht for private Caribbean multi-day charter

  • 🌅 Spacious sun decks and panoramic views for slow island mornings
  • 🎢 Water slide, jet ski, Seabob, kayak and paddle board on board
  • ⛷️ Wake board and water skis for anyone who wants to be dragged behind the tender
  • 🛁 Jacuzzi plus four ensuite cabins with satellite TV and air conditioning
  • 👨‍✈️ Private crew included
A 115-foot Brooks Marine sleeping eight in four ensuite cabins and taking 13 for the day, with a crew of four and a toy list longer than most. She cruises at 8 knots — which is the point. Nobody books this yacht to get anywhere fast.

🛥️ The Best Part?

The 76 Matrix spreads 38 feet across. That is not a spec sheet number — that is your whole group at one table, lunch served, nobody spilling a drink, and a jet ski bobbing off the stern waiting for the first volunteer.

⭐ Top Pick — Likely to Sell Out

76 Matrix

Caribbean Yacht Charter With Jet Ski — 5 Crewed Multi-Day Boats

  • 🛥️ 38-foot beam and open-plan decks — the most sociable space in the fleet
  • 🎢 Water slide, jet ski, wake board, water skis and scuba diving equipment
  • 🐠 Snorkelling gear and floats for every anchorage on the route
  • 🛏️ Four cabins — master, VIP and two doubles — all with ensuite bathrooms
  • 👨‍✈️ Private crew included
A 76-foot Matrix catamaran sleeping eight in four ensuite cabins and welcoming 13 for the day, with a crew of three and scuba gear in the locker. The catamaran ride is the quiet luxury nobody talks about — flat, stable and steady while the monohulls roll their way through the swell.
Find your dream Yacht

Eco ☀️ Solar Yacht Finder

Your eco yachting starts here
Check live yacht availability in Caribbean — Le Marin (Martinique)
Now with the region map!

Learn More About Yacht Charter in the Caribbean

What is included in a five-day crewed Caribbean yacht charter with jet ski?

Every charter here includes the yacht, a professional captain and crew, fuel for the agreed route, life jackets, passenger insurance, soft drinks and water. Jet skis, water slides, Seabobs, kayaks, paddle boards, snorkelling and fishing gear come with the boats listed above; catering, extra toys and shore transport can be arranged on top. Check each yacht’s live page for exact inclusions.

Do we need sailing experience to charter a crewed superyacht in the Caribbean?

No — every yacht here is fully crewed. The captain and crew handle navigation, anchoring, docking and safety for the whole charter, so your group only has to decide which island to wake up beside.

How many guests can a 76–116ft yacht take on a Caribbean multi-day charter?

The yachts in this article are licensed for up to 13 day guests, with four to five cabins sleeping between eight and twelve overnight guests. Crew quarters are separate, so the whole guest area stays yours.

Which islands and anchorages can we reach on a five-day Caribbean yacht charter?

Five days is enough for a genuine island-hopping route — a protected anchorage for the first night, two or three more bays as you move down the chain, and a long final cruise back toward the marina. Your captain builds the route around the wind, the swell and what your group actually wants from the week.

Can we use the jet ski and water toys every day of the charter?

Yes — the jet ski, water slide, Seabob, kayaks, paddle boards and snorkelling gear are aboard for the whole charter, not just one afternoon. Tell your captain on day one how much water time you want and the crew will plan each anchorage around it.

How far ahead should we book a private yacht in the Caribbean in high season?

For winter weeks, holiday periods and regattas, three to six months ahead is sensible; the most requested 100ft-plus superyachts are often gone earlier. Shoulder-season dates open up much closer in.

Is the yacht private for just our group?

Yes — when you charter through YATR the entire yacht is yours, with no other passengers aboard. The captain and crew work only for your group for the whole charter.

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⚓ Quick Navigation
  1. 116 Azimut I
  2. 116 Azimut II
  3. 114 Couach
  4. 115 Brooks Marine
  5. ⭐ 76 Matrix
  6. Itinerary Idea
  7. 🔍 Find Your Charter
Category: Caribbean, North America
Tags: Caribbean, rent a yacht, the Caribbean, superyacht charter, jet ski charter, 116 Azimut I, 116 Azimut II, 114 Couach, 115 Brooks Marine, 76 Matrix, YA
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