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Caribbean Yacht Charter with Seabob — 5 Crewed Multi-Day Boats

Caribbean, North America

Caribbean Yacht Charter with Seabob — 5 Crewed Multi-Day Boats

Caribbean Yacht Charter with Seabob — 5 Crewed Multi-Day Boats

⚓ Five days, five islands, one crew that answers only to you — a privately crewed Caribbean charter with a Seabob under the transom and nobody else on board.

↓ pick your yacht & your week — the Caribbean is yours, the crew is ready

This is not a cruise. A privately crewed Caribbean yacht charter hands your group the whole vessel for five days — the captain, the chef, the dive gear, the Seabob, and a different anchorage every evening. Teak underfoot at breakfast, a glass of something cold at sunset, and an island skyline that exists only for the people on board. Nothing is shared, nothing is scheduled, and nobody else is aboard. ⚓✨

⚓ Quick Navigation
  1. Sailing Catamaran Classic — 78 Privilege
  2. Five-Cabin Superyacht — 85 Horizon
  3. Wide-Beam Voyager — 85 JFA
  4. Beach Club Flagship — 90 Horizon
  5. ⭐ Top Pick — 78 Lagoon II
  6. Itinerary Idea
  7. 🔍 Find Your Charter

🗺️ Your Five Days Across the Caribbean

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

Board at a Caribbean marina in the late afternoon, welcome drink in hand, and let the captain read the wind before he commits to a route. Five days is enough for three or four islands, a reef you will remember for years, and at least one anchorage where the only light comes from the yacht. Nothing is fixed — the guest list decides. 🌊

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Day 1 — board, settle in, first sunset at anchor. Arrive at the marina, meet your crew, and take a short run to a quiet bay. Dinner is served on deck while the yacht swings on her anchor and the first stars come out.
Days 2–4 — island hopping, reefs and Seabob days. Mornings start with coffee on the flybridge and a swim off the transom. The Seabob goes in before lunch, the tender takes you to a beach nobody else has found, and the yacht moves on in the afternoon to a new bay for the night.
💡 Insider tip: ask your captain to plan the Seabob sessions for the early morning — the water is glass-flat, the reef is empty, and the light underwater is at its best before the trade wind picks up.

Private yacht anchored in a turquoise Caribbean cove at sunset

These five-day charters suit couples, families and small groups who want a real week afloat rather than a schedule. Every yacht comes fully crewed, so navigation, anchoring, cooking and service are somebody else’s job — yours is the swimming, the Seabob, the long lunches and the sunsets.

Sailing Catamaran Classic

78 Privilege

78 Privilege sailing catamaran available for multi-day charter in the Caribbean

  • 🛁 Jacuzzi on deck for the evenings at anchor
  • 🤿 Seabob, jet ski, kayak and full scuba diving kit aboard
  • 🎢 Water slide and floats for the whole group
  • 🍽️ Three ensuite cabins, crew of four and WiFi throughout
  • 👨‍✈️ Private crew included
A 78-foot Privilege catamaran with a 35-foot beam, three ensuite cabins for six overnight guests and a crew of four looking after everything from the lines to the lunch. The Jacuzzi, the jet ski and the scuba kit mean nobody has to choose between relaxing and doing — you get both, every day. 🛥️

🌊 Did you know?

Simpson Bay sits on the Dutch side of an island shared by two countries — you can anchor in one nation and have dinner in another. Your captain does the paperwork. You just do the sunset.

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!

Five-Cabin Superyacht

85 Horizon

85 Horizon superyacht for private multi-day charter in the Caribbean

  • 🛏️ Five ensuite cabins — sleeps ten in comfort
  • 🍖 BBQ grill, swimming platform and Jacuzzi on deck
  • 🤿 Seabob, jet ski, paddle board and water skis aboard
  • 📺 Satellite TV, air conditioning and WiFi throughout
  • 👨‍✈️ Private crew included
A full-beam master, two VIP cabins and two twins give this 85-footer room for ten overnight guests, with a crew of four and a 16-knot cruise to move between islands. She is the one you pick when the whole family comes — nobody shares a bathroom, and nobody misses the sunset. 🌅

🌴 Feeling the Vibe?

American Yacht Harbor is the kind of marina where the tender drivers know each other by name. Arrive on a crewed yacht and doors open that a land-based holiday never sees.

Wide-Beam Voyager

85 JFA

85 JFA wide-beam yacht for private charter in Antigua, Caribbean

  • 🛥️ 39-foot beam — the widest decks in this fleet
  • 🤿 Seabob, jet ski, kayak and water skis aboard
  • 🎢 Water slide plus snorkelling and fishing gear
  • ❄️ Air-conditioned interior and WiFi throughout
  • 👨‍✈️ Private crew included
Four ensuite cabins for eight overnight guests and a beam that measures nearly 40 feet — this is apartment-grade space on the water, with a crew of four. Drawn by Marc Lombard, she is the calm one: a 10-knot glide between islands that feels like the sea is doing you a favour. ⚓

🤫 A Secret for You…

Antigua claims a beach for every day of the year — 365 of them. Charter guests get the ones with no road access, which is exactly why nobody posts them.

Beach Club Flagship

90 Horizon

90 Horizon superyacht with beach club for charter in the Caribbean

  • 🏖️ Beach club and swimming platform at the waterline
  • 🛏️ Five cabins for ten overnight guests, crew of five
  • 🤿 Seabob, jet ski, paddle board and wakeboard aboard
  • 🍖 BBQ grill, sundeck, sunpad and WiFi throughout
  • 👨‍✈️ Private crew included
A 2020 build by Horizon with Cor D. Rover lines, five cabins for ten guests, a crew of five and a beach club that puts you at the waterline the moment you wake up. At 90 feet she is the flagship of this group — the one that makes the whole anchorage turn and look. ✨

🛥️ The Best Part?

Horizon Yachts builds around 20 yachts a year out of Taiwan — and two of the five boats in this article carry the badge. Owners wait years for a slot.

⭐ Top Pick — Likely to Sell Out

78 Lagoon II

Caribbean Yacht Charter with Seabob — 5 Crewed Multi-Day Boats

  • 🐱 36-foot beam catamaran — no rolling at anchor
  • 🛏️ Four cabins for eight guests, master and VIP included
  • 🤿 Seabob, water slide and water skis aboard
  • 🌊 Shallow 4-foot draft opens bays other yachts cannot enter
  • 👨‍✈️ Private crew included
A 2021 Lagoon catamaran with four cabins for eight overnight guests, a master and VIP included, and a crew of three who know the bays by heart. Her 4-foot draft means she anchors where monohulls cannot go — which is exactly where the quiet mornings live. 🐠

⚓ One Last Thing…

A Seabob pulls you through the water at up to 20 km/h with one hand. On a reef at first light, with a turtle ahead of you, it is the closest thing to flying that money can buy.

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 Seabob Yacht Charters in the Caribbean

What is included in a five-day crewed Seabob yacht charter in the Caribbean?

Most charters include the yacht, a professional captain and crew of three to five, fuel for the standard route, life jackets, passenger insurance, soft drinks and water. Seabob, jet ski, water slide, snorkelling and diving gear, sunpads and WiFi come with the boats listed here; catering, extra water toys and private jet transfers can be arranged on top. Check each yacht’s live page for exact inclusions.

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

No — every yacht here 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 comes next.

How many guests can a 78–90ft Seabob yacht take in the Caribbean?

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

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

From marinas such as Simpson Bay or American Yacht Harbor, five days comfortably covers three or four islands, several reef systems and at least one uninhabited anchorage, with a run back to port on the final morning. Your captain builds the route around the wind, the swell and what your group actually wants to see.

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

For Christmas, New Year and the winter weeks, six to nine months ahead is sensible; the most requested 78–90ft crewed yachts are often gone 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. Sailing Catamaran Classic — 78 Privilege
  2. Five-Cabin Superyacht — 85 Horizon
  3. Wide-Beam Voyager — 85 JFA
  4. Beach Club Flagship — 90 Horizon
  5. ⭐ Top Pick — 78 Lagoon II
  6. Itinerary Idea
  7. 🔍 Find Your Charter
Category: Caribbean, North America
Tags: Caribbean, rent a yacht, multi-day yacht charter, Seabob yacht charter, 78 Privilege, 85 Horizon, 85 JFA, 90 Horizon, 78 Lagoon II, YA
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