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Rent a Superyacht in the Caribbean — 5-Day Private Crewed Charters

Caribbean, North America

Rent a Superyacht in the Caribbean — 5-Day Private Crewed Charters

Rent a Superyacht in the Caribbean — 5-Day Private Crewed Charters

⚓ Five days, one hull, one crew — island-hop the Caribbean with the whole vessel to yourselves, from jacuzzi mornings to jet ski afternoons and dinners at anchor.

↓ pick your superyacht & your islands — the crew is ready, the route is yours

This is not a cruise. A privately crewed superyacht charter in the Caribbean hands your group the entire vessel — a crew of two to five, a jacuzzi on the sundeck, jet skis on the aft platform, and five days of islands that most travellers only ever see from a port schedule. Nothing is shared, nobody else is aboard, and the itinerary bends to your mood. 🛥️✨

⚓ Quick Navigation
  1. Catamaran Space — 102 Sunreef
  2. Classic Motor Yacht — 104 Intermarine
  3. Italian Refinement — 106 San Lorenzo
  4. Fast Italian — 110 Mangusta
  5. ⭐ Top Pick — 112 San Lorenzo
  6. Sail & Scuba — 70 Fountaine Pajot II
  7. Itinerary Idea
  8. 🔍 Find Your Charter

🗺️ Your Five Days Across the Caribbean

Route planning map for a five-day private superyacht charter in the Caribbean

Board in the late afternoon at a Caribbean marina, welcome drink in hand, while your captain walks the group through the week ahead. From there the map is a suggestion — the trade winds, the swell and what your group actually wants decide the rest. Expect two or three anchorages a day, long lunches at anchor, and evenings when the only light on the water is yours. 🌊

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Days 1–2 — settle in & first anchorages. A relaxed first morning swim off the swimming platform, then a short hop to a quieter bay for snorkelling, paddle boards and the water slide. The crew sets the table on the sundeck and dinner lands as the sun goes down.
Days 3–5 — island-hopping & the long run home. Midweek is for the bigger crossings: a jet ski morning, a Seabob session over a reef, a beach barbecue, and one full day of pure passage with the jacuzzi warm and the flybridge to yourselves. The final morning is a slow one — coffee on deck, a last swim, then the marina.
💡 Insider tip: ask your captain to plan the longest crossing for the middle of the charter, not the end. Groups that leave the big run for the last day always wish they had one more morning at anchor.

Private superyacht anchored in a turquoise Caribbean bay

These multi-day charters suit couples, families and celebration groups who want a real week at sea rather than a resort with a view of it. Every yacht here comes fully crewed, so navigation, anchoring, cooking and service belong to somebody else — yours is the swimming, the long lunches and the sunsets.

Catamaran Space

102 Sunreef

102 Sunreef sailing catamaran superyacht for private charter in the Caribbean

  • 🐱 42.67-foot beam — catamaran living space that motor yachts cannot match
  • 🛥️ Jet ski, Seabob, kayak, paddle board, wake board and water skis all aboard
  • 🍽️ Five cabins with private ensuites for ten overnight guests
  • 👨‍✈️ Private crew included
A 102-foot Sunreef catamaran taking ten guests overnight in five ensuite cabins, with a crew of five and a toy list that runs from jet ski to water skis. The beam is the story — two hulls of stability, a deck that swallows a whole group, and no rocking at anchor when the wine comes out.

🌊 Did you know?

The Caribbean’s deepest point drops over 7,600 metres — yet the water you will swim in off the swimming platform is so clear you can count the starfish from the sundeck. Two worlds, one anchor line.

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!

Classic Motor Yacht

104 Intermarine

104 Intermarine motor yacht with jacuzzi for private Caribbean charter

  • 🛁 Jacuzzi on the sundeck for evenings at anchor
  • 🎢 Water slide, jet ski and Seabob for the whole group
  • 🛏️ Four ensuite cabins for eight overnight guests
  • 👨‍✈️ Private crew included
A 104-foot Intermarine with four ensuite cabins for eight overnight guests and a crew of five, drawn with a classic profile and a proper sundeck. She cruises at 12 knots — unhurried, quiet, and built for the kind of week where nobody checks the time.

🌴 Feeling the Vibe?

Some Caribbean anchorages change colour three times before lunch — deep blue at the mooring, turquoise over the reef, then glass-clear over sand. Your captain knows which one to pick for your swim.

Italian Refinement

106 San Lorenzo

106 San Lorenzo superyacht for private multi-day charter in the Caribbean

  • 🛁 Jacuzzi and sunpad on a wide sundeck
  • 🎢 Water slide, jet ski and Seabob on board
  • 🛏️ Five ensuite cabins for ten overnight guests
  • 👨‍✈️ Private crew included
A 2018 San Lorenzo with five ensuite cabins for ten guests, a jacuzzi on the sundeck and a crew of five looking after the week. Francesco Paszkowski lines, Marty Lowe interiors — the kind of yacht where the photographs never quite do the salon justice.

🤫 A Secret for You…

Mangusta built its name on open-cockpit race boats before it ever built a superyacht. The 110 in this article still carries that DNA — 21 knots of cruise, which is fast for something this size.

Fast Italian

110 Mangusta

110 Mangusta superyacht available for private Caribbean charter

  • ⚡ 21-knot cruise — the fastest yacht in this group by a distance
  • 🛁 Jacuzzi, water slide and full toy list including wake board and water skis
  • 🚿 Outdoor shower and swimming platform for easy water access
  • 👨‍✈️ Private crew included
A 2022 Mangusta with five ensuite cabins for ten guests and a crew of five, styled inside and out to Alberto Mancini’s brief. Twenty-one knots means more islands in five days — if your group wants distance and a jacuzzi at the end of it, this is the hull.
⭐ Top Pick — Likely to Sell Out

112 San Lorenzo

Rent a Superyacht in the Caribbean — 5-Day Private Crewed Charters

  • 📏 25.17-foot beam — the widest, roomiest deck in this group
  • 🛁 Jacuzzi, sunpad and a wide sundeck for long afternoons
  • 🎢 Water slide, jet ski, Seabob, wake board and water skis
  • 👨‍✈️ Private crew included
At 112 feet with five ensuite cabins for ten overnight guests and a crew of five, this San Lorenzo is the flagship of the group. Same Paszkowski and Marty Lowe pedigree as her smaller sister, with a beam that turns the sundeck into a private terrace.

🛥️ The Best Part?

Five cabins, five ensuites, ten guests — and not one of them has to make their own coffee. That is the part nobody talks about when they describe a superyacht week. It is also the part you remember.

Sail & Scuba

70 Fountaine Pajot II

70 Fountaine Pajot sailing catamaran for private Caribbean charter

  • 🤿 Scuba diving equipment aboard — the only yacht here that carries it
  • ⛵ Sailing catamaran stability with a 32-foot beam
  • 🎢 Water slide, kayak, paddle board and wake board for the group
  • 👨‍✈️ Private crew included
A 70-foot Fountaine Pajot sailing catamaran with four ensuite cabins, a crew of two and scuba gear on board for the divers in your group. The smallest yacht here by length and the widest by proportion — under sail, with the engines off, the Caribbean sounds completely different.
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 Superyacht Charter in the Caribbean

What is included in a five-day private superyacht charter in the Caribbean?

Most charters include the yacht, a professional captain and crew of two to five, fuel for the agreed route, tender, life jackets, passenger insurance and the standard water toys listed on each yacht. Waterslides, jet skis, Seabobs, kayaks, paddle boards, snorkelling and fishing gear come with the vessels here; catering, scuba instruction, extra toys and 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 in this group is fully crewed. The captain and crew handle navigation, anchoring, docking, cooking and safety for the whole charter, so your group only has to decide which island is next.

How many guests can a 100–130ft superyacht take on a Caribbean charter?

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

Which islands can we reach on a five-day Caribbean superyacht charter?

From a Caribbean marina a five-day route comfortably covers two or three island groups with two anchorages a day — reef snorkelling, a beach barbecue, a jet ski morning and one longer passage in the middle. Your captain builds the route around the trade winds and the swell.

How far ahead should we book a superyacht in the Caribbean for high season?

For December through April, and especially the holiday weeks, six to nine months ahead is sensible; the most requested 100–130ft yachts are often committed earlier. Summer and 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. Catamaran Space — 102 Sunreef
  2. Classic Motor Yacht — 104 Intermarine
  3. Italian Refinement — 106 San Lorenzo
  4. Fast Italian — 110 Mangusta
  5. ⭐ Top Pick — 112 San Lorenzo
  6. Sail & Scuba — 70 Fountaine Pajot II
  7. Itinerary Idea
  8. 🔍 Find Your Charter
Category: Caribbean, North America
Tags: Caribbean, rent a yacht, superyacht charter, multi-day charter, 102 Sunreef, 104 Intermarine, 106 San Lorenzo, 110 Mangusta, 112 San Lorenzo, 70 Fountaine Pajot II, YA
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