Suggested 7-day Anguilla itinerary
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Charter a luxury yacht for Anguilla — crewed motor yachts, sailing yachts and catamarans from Blue Ocean Club with real-time availability for 2026.
A luxury yacht charter Anguilla rewards guests with a combination you cannot replicate from a hotel: total privacy, an itinerary that flexes around your party, and access to coves, restaurants and reefs that road-bound travellers simply never see. Blue Ocean Club curates Anguilla cruises across motor yachts, sailing yachts, catamarans and superyachts — every option live-priced against the global live availability feed and presented with our 100% best-price guarantee.
Charter a luxury yacht for Anguilla — crewed motor yachts, sailing yachts and catamarans from Blue Ocean Club with real-time availability for 2026. Days unfold at the pace of the sea: long swims off the platform, lunch at a beach club where your concierge has held the best table, an afternoon cruise to a quieter anchorage, cocktails on the bow as the light softens. The captain rewrites tomorrow's plan based on tonight's weather and your party's mood.
We work with a small list of crewed yacht charter Anguilla operators we know personally — captains we have cruised with, chefs whose tasting menus we have eaten, stewardesses who know your children's names by the end of day one. The result is a charter that feels less like a booking and more like a private invitation.
The prime window for a yacht charter Anguilla runs December through April. Use the table below to balance weather, value and crowds.
| Month | Weather | Pros | Cons | Crowd |
|---|---|---|---|---|
| December - February | Warm, dry, breezy | High | ||
| March - April | Warm, sunny, less wind | Medium-High | ||
| May - June | Hot, humid, some rain | Medium | ||
| July - August | Hot, humid, showers, hurricane risk low | Low | ||
| September - November | Hot, humid, rainy, hurricane risk high | Very Low (many closures) |
A handful of signature experiences that define a charter on this coast.
From Sandy Ground to Meads Bay, offering a mix of vibrant beach life, sophisticated dining, and sheltered anchorages.
Explore secluded coves like Little Bay, sail to the offshore Prickly Pear Cays, and enjoy the tranquil beauty of Island Harbour.
Expansive white-sand beaches, excellent for watersports and long walks. Home to the popular Sunshine Shack.
More remote islands offering untouched natural beauty, fantastic diving, and a unique dining experience at Scilly Cay.
Live pricing — charters from €483,000 / week
Starting points — every itinerary is rewritten around your party, weather and the captain's local knowledge.
From quiet anchorages to marquee beach clubs — a sample of what we routinely arrange.
Small, friendly marina in Road Bay, offering basic provisions and customs clearance. Limited berths, best for transient stops or superyacht tenders.
Primarily a ferry terminal, but offers a few short-term berths for smaller yachts. Convenient for arrival/departure formalities.
While not a formal marina, Crochus Bay offers excellent sheltered anchoring with tender access to amenities. Superyacht-friendly depths.
Offers speed to explore multiple Anguillian bays and nearby islands, combined with superb comfort, extensive watertoys, and generous living spaces ideal for entertaining.
Excellent stability, shallow draft for accessing secluded anchorages, and vast deck space. Perfect for families or groups seeking a more relaxed, unhurried pace and close proximity to the water.
For the purist, a classic sailing yacht provides an elegant and romantic way to experience Anguilla's beauty. Enjoy the quiet serenity of cruising under sail, combined with timeless luxury interiors.
Restaurants, beach clubs, diving, events, private aviation and villas your concierge can pre-book before you board.
Your yacht's chef will prepare a bespoke feast on a secluded beach, under the stars, complete with elegant table settings and service.
Engage a private yoga instructor and a massage therapist to provide personalised sessions on deck or in a secluded bay.
Explore Anguilla's vibrant reefs and shipwrecks with a private marine biologist, gaining unique insights into the underwater ecosystem.
Visit Anguilla's top art galleries with an art consultant, followed by a hands-on workshop with a local artisan.
Experience breathtaking aerial views of Anguilla and its surrounding cays with a private helicopter tour, offering stunning photo opportunities.
An exclusive deep-sea fishing expedition targeting prized game fish with a professional crew and top-of-the-line equipment.
Delve into the rich history and diverse flavours of Caribbean rum with a private tasting guided by an expert on board or at a local distillery.
Enjoy a bespoke sunset cruise with bespoke cocktails and canapés, accompanied by a live local band or DJ, tailored to your musical preferences.
Anguilla luxury yacht charters in 2026 vary significantly based on yacht size, type, crew, and peak season demand. The following ranges are for the yacht charter fee only, excluding APA (Advance Provisioning Allowance), taxes, and delivery fees.
| Yacht tier | Weekly base (EUR) | Notes |
|---|---|---|
| Luxury Motor Yacht (70-100ft) | 60,000 - 150,000 per week | Includes premium crewed charters, often with a chef and excellent watertoys. |
| Superyacht (100-150ft) | 150,000 - 350,000 per week | Features highly experienced crew, extensive amenity lists, and advanced technology. |
| Mega Yacht (150ft+) | 350,000 - 1,000,000+ per week | Representing the pinnacle of luxury with bespoke services, helicopter pads, and submersibles. |
Tender bookings, table reservations and tender-jetty access arranged through your Blue Ocean Club concierge — request via the enquiry form.
Tables held in advance by your concierge — from beachfront seafood shacks to Michelin-starred dining rooms.
Consistently excellent food and service with stunning oceanfront views. Perfect for a sophisticated dinner.
Elegantly set in a treehouse-like structure, offering a unique 'cuisine of the sun'. Reservations essential.
Charming, intimate restaurant known for its fresh seafood and warm hospitality. Overlooks the harbour.
Upscale resort beach bar with great cocktails and light bites, perfect for watching the sunset.
Lively and colourful, serving authentic and delicious Mexican food. A fun change of pace.
Focuses on high-quality ingredients cooked over open flame. Rustic yet refined.
The protected coves, sandbanks and lagoons your captain will plot into your week.
The main harbour, offering good shelter and proximity to restaurants and bars. Can be busy during peak season.
A long, crescent-shaped bay with pristine white sand and calm waters. Ideal for swimming and watersports.
Secluded cove with towering cliffs, accessible only by boat. Fantastic snorkelling and diving opportunities.
Two uninhabited cays surrounded by a marine park. Superb for diving and beach picnics.
Well-protected bay with deep water, suitable for larger yachts. Tender access to a couple of charming local eateries.
Specific yachts our team has personally vetted on this cruising ground.
At 150ft, PARAGON offers spacious decks, a highly experienced crew, and an extensive array of watertoys, perfect for larger groups desiring both luxury and adventure. Her shallow draft allows access to Anguilla's more secluded bays.
For those who appreciate the grace of sail coupled with superyacht comforts, CALYPSO delivers. Her elegant lines and professional crew provide a serene Anguillian experience, ideal for tranquil cruising but with all modern amenities.
RHINO, a 122ft Burger, is a proven charter platform with a reputation for excellent service. Her classic design, comfortable interior, and dive-friendly setup make her a superb choice for a family-oriented Anguilla adventure.
A modern 130ft Sanlorenzo, AZZURRA boasts contemporary design, expansive outdoor living areas, and a focus on wellness with a dedicated gym. Perfect for fashionable clients seeking a chic and comfortable Anguilla getaway.
“For sheer natural beauty and unparalleled snorkelling, Little Bay is my absolute top pick. Accessible only by boat, it feels like a secret paradise. The dramatic cliffs and crystal-clear waters make it perfect for an exclusive morning swim or a quiet afternoon with paddleboards and kayaks. It's Anguilla's hidden gem and an essential stop for our discerning clients.”

Live availability feed across 2,000+ yachts — hold and confirm in hours, not weeks.
We do not mark up the charter fee. The price you see is the operator's price.
Our recommendations follow the boat, not a commission — owners pay us, not introducing brokers.
Restaurants, transfers, private guides, helicopters and beach clubs handled long before you board.
Tell us your dates, party size and what makes a perfect day on the water. We reply within one working day with a curated shortlist and a transparent quote.
More cost, APA and booking answers in the full yacht charter FAQ and the yacht charter magazine.
The Blue Ocean Club archive — destinations, sample itineraries, seasonal guides, marquee events, marinas and editorial reading. Everything cross-references everything else, so you can plan a week from any starting point.