Leeward Islands · St. Martin & St. Barts

St. Martin Yacht Charter


French chic meets Dutch buzz. Michelin-quality dining and red-soled glamour one night, a barefoot barbecue on a deserted cay the next.

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French Chic Meets Dutch Buzz

The Caribbean's most diverse week.

This trio of islands oscillates between high-octane glamour and absolute stillness. St. Martin offers the dual-nation novelty of Dutch nightlife and French culinary artistry; a short sail away lies St. Barts, the Riviera of the tropics, where red-soled heels navigate the docks of Gustavia. Anguilla, by contrast, is an exhale of tranquility. It is a region for those who demand Michelin-quality dining one night and a barefoot barbecue on a deserted cay the next. For a day-by-day plan, read our 7-day St. Barts yacht charter itinerary. For time ashore on St. Martin, our St. Maarten island map shows the beaches, anchorages and restaurants on both sides.

What Not to Miss

The Best of the Leeward Islands

Six anchorages and shore stops your crew will build the week around, from St. Barts’ tabletop-dancing beach clubs to a lunar volcanic islet and the lobster shacks of Grand Case.

Nikki Beach Leeward Islands
Baie de Saint-Jean · St. Barts

Nikki Beach

The epicenter of the island’s social scene, where lunch seamlessly transitions into a tabletop dance party. All-white decor and an endless flow of oversized champagne bottles make for a hedonistic, high-energy atmosphere that is quintessential St. Barts.

Read the guide
Grand Case · St. Martin

The Lolo's of Grand Case

A row of open-air barbecue shacks serving the best food on the island, period. Guests sit at communal picnic tables while locals grill ribs, chicken and lobster on split oil drums. Smoky, loud, affordable and undeniably delicious: a culinary pilgrimage.

Read the guide
Sandy Island Leeward Islands
Off the coast of Anguilla

Sandy Island

A tiny spit of white sand rising out of the turquoise sea, accessible only by boat. There’s nothing here but a palm-thatched bar, a grill and a few hammocks: a cartoon desert island brought to life, serving fresh crayfish and strong rum punch.

Read the guide
Shell Beach · St. Barts

Shellona

Set on a beach composed entirely of millions of tiny crushed seashells, this venue pairs a bohemian-chic vibe with Greek-inspired cuisine. It’s the premier spot to watch the sunset near Gustavia, cocktail in hand, as the sky turns a bruised purple over the horizon.

Read the guide
Ile Fourchue Leeward Islands
Between St. Barts & St. Martin

Île Fourchue

A stark, uninhabited volcanic island that looks like a lunar landscape dropped into the Caribbean. With no structures and wild goats roaming the ridges, it’s a sharp contrast to the glitz of St. Barts. The protected bay is a favorite for quiet overnight anchorages and stargazing.

Read the guide
French St. Martin Leeward Islands
Cul-de-Sac · French St. Martin

Pinel Island (Îlet Pinel)

A protected nature reserve with shallow, crystalline waters perfect for wading with a glass of wine. Popular with day-trippers, but a yacht lets you arrive before the ferries. Order a fresh grilled lobster from one of the two beach shacks and eat with your feet in the water.

Read the guide
Know Before You Go

Destination Brief

The practical essentials for a St. Martin & St. Barts charter, at a glance.

When to Go

December through April

Peak, dry season brings the legendary St. Barts holiday scene and the liveliest harbors. May and June stay pleasant and warm with thinner crowds and softer rates.

Peak · Dec–Apr
Shoulder · May & Jun
Cruising Style

Open-ocean channel crossings mixed with chic marina stays and protected bays.

Language

French, Dutch and English across the trio of islands.

Currency

Euro on the French side (St. Martin/St. Barts), USD on the Dutch side and Anguilla, where USD is widely accepted.

Getting There

Fly into Princess Juliana (SXM) on St. Maarten, or private-charter into Gustaf III (SBH) on St. Barts.

Plan With a Broker

Tell us your dates and group and we’ll match the right yacht and route. Start an inquiry →

Our Ten Best Yachts

Want a shortlist? See the ten crewed yachts we rate highest for St. Martin and St. Barts, with weekly rates, terms and crews. 10 best crewed yachts in St. Martin and St. Barts →

Comparing Charter Companies

Weighing who to book with? See the operators, brokers and booking platforms that sell St. Martin and St. Barts yacht charters, each checked on its own website, with real weekly prices. List of St. Martin and St. Barts yacht charter companies →

Comparing the Caribbean

Still choosing between islands? Our ranking of the best Caribbean yacht charter destinations compares five of them by crewed yachts and price. For 10 to 12 guests, our list of Caribbean catamarans for large groups covers every catamaran that takes that many.

By the numbers

The St. Martin fleet, measured

Vital Charters works from live crewed charter industry booking data and analyses it independently. These are the figures behind the St. Martin and St. Barts cruising ground.

The St. Martin fleet, measured
MeasureFigureBasis
Crewed yachts available228Yachts offering St. Martin and St. Barts itineraries.
Median all in week$48,000Base rate plus APA, seven nights, across all group sizes.
Per stateroom, per night$1,629The median week divided across staterooms on a seven night charter.
Catamarans in the fleet63.6%Against 80.0% in the British Virgin Islands. The Leewards carry more monohulls.
Median yacht length67 ftEight feet longer than the Virgin Islands median of 59 ft.
Departures starting in St. Martin95.9%From 98 recorded departures in this cruising ground, a small sample against 1,745 in the BVI.
Compiled September 2026.

Figures drawn from live crewed charter availability and booking records for the Leeward Islands, analysed independently by Vital Charters. Weekly rates are base rate plus APA. Per stateroom figures assume a seven night charter. Percentages are printed with the number of records behind them. Reviewed quarterly.

One week, three islands

Sailing Between St. Martin, St. Barts and Anguilla

Almost every charter in these islands begins in St. Martin. Of the departures recorded in this cruising ground, 95.9 percent started here, a higher concentration than any other Caribbean ground we track. The island is the hub, and the week runs outward from it.

Geography is what makes that work. St. Barts lies roughly 17 nautical miles southeast of St. Martin, and Anguilla roughly 13 nautical miles northwest. Both are a morning’s sail rather than a passage, so a seven night charter can take in all three without a single long day at sea.

How the week usually falls

  • Days one and two, St. Martin. Board on the Dutch side, provision in Simpson Bay, then move round to Grand Case for dinner ashore.
  • Days three and four, St. Barts. Gustavia harbour, Colombier for the anchorage, Shell Beach at the end of the afternoon.
  • Days five and six, Anguilla. Road Bay to clear in, then Sandy Island and Prickly Pear for the water your crew will photograph.
  • Day seven, back to St. Martin in good time for the flight out of SXM.

Three flags in seven days, French, Dutch and British, with no leg longer than a morning. Very few cruising grounds offer that range over so little water. Each island is its own jurisdiction, so the yacht clears in and out of St. Barts and Anguilla separately. Your crew handles the paperwork, and it costs you an hour at anchor rather than a day.

Three sample routes for the week are laid out day by day further down this page.

Two countries, one island

St. Maarten vs. St. Martin: Which Side to Charter From

St. Martin is one island with two countries on it. The southern half is Sint Maarten, part of the Kingdom of the Netherlands. The northern half is Saint-Martin, an overseas collectivity of France. The border is open, you cross it by road without stopping, and most guests only notice because the road signs and the groceries change.

For a charter, the practical difference is where you board and where you eat.

The Dutch side

Princess Juliana airport is on the Dutch side, and so is Simpson Bay Lagoon, which holds the largest concentration of marine infrastructure in the Leeward Islands. Provisioning, chandlery, fuel, repair and the berths that larger yachts need are all here, along with the nightlife and the casinos. Most crewed charters board on this side for the simple reason that it is the shortest distance from the aircraft to the yacht.

The French side

Marigot is the French capital, and its harbour and market are worth a morning. Grand Case, a short run up the coast, is the reason the island has its dining reputation: a single street of restaurants ending in the open air lolo grills. Anse Marcel and Orient Bay are quieter anchorages. The currency is the euro, though dollars are taken almost everywhere.

What we usually suggest

Board Dutch and sleep French. Take the logistics of the southern side on the first morning, then spend the evenings on the northern half where the food is. On a yacht that choice costs you nothing, because you are moving anyway.

On the spelling: St. Maarten is the Dutch name and St. Martin the French. They are the same island, and a charter here uses both halves of it whichever one you searched for.

Choosing a hull

St. Martin Catamaran Charter

Catamarans make up 63.6 percent of the crewed fleet working these islands. That is a majority, but a smaller one than the British Virgin Islands at 80 percent, and the gap tells you something real about the cruising ground.

The Leewards ask more of a boat. The hops between St. Martin, St. Barts and Anguilla cross open water rather than a sheltered channel, and the fleet here runs larger, with a median length of 67 feet against 59 in the Virgin Islands. That leaves more room for monohulls and motor yachts than a flat water ground would.

When a catamaran is the right answer

  • Shallow water. Anguilla’s sandbars, Tintamarre and the cays off Prickly Pear reward a boat that can lie close in.
  • Two families, or two couples. Cabins sit in separate hulls, which buys a kind of privacy a single hull cannot.
  • Guests who are new to sailing. Level decks and less motion at anchor make the difference on a first charter.
  • Living outside. The bridge deck and foredeck give you more usable outdoor space per foot than any monohull.

When it is not

A monohull sails better and heels, which some guests come for. A motor yacht compresses the crossings, which matters if you want both St. Barts and Anguilla in the same week without giving your mornings to the passage. Both are better represented here than they are further west.

Whichever hull you choose, ask your broker about the layout rather than the length. Two boats of the same size can suit very different groups.

The neighbour

St. Barts Yacht Charter

Gustavia is the reason a good many charters come to these islands at all. The harbour fills through the winter with yachts on show, the town behind it is small and expensive and very good at what it does, and the anchorages outside it, Colombier above all, are quiet within half an hour of leaving the dock.

The island is small and the places to lie are few, so most guests take it as two or three days inside a Leeward week rather than a base of its own. That is how our routes treat it, and it is why the departure figures show the week starting in St. Martin almost every time.

We have written the island up properly, day by day, in our 7-day St. Barts itinerary.

Good Questions

St. Martin & St. Barts Charter FAQs

The things first-time charterers ask us most about the Leeward Islands.

It depends on your nationality. St. Martin (French) and St. Barts fall under French jurisdiction, while St. Maarten is Dutch, and Anguilla is a British Overseas Territory. Generally, U.S. and EU citizens move freely between them, but you will clear customs (handled by your crew) when moving between territories.

Absolutely. In high season (Christmas through Easter), the marquee restaurants in Gustavia and St. Jean are booked weeks, sometimes months, in advance. We recommend working with your charter broker or captain to secure these reservations well before you board the yacht.

This is a hybrid region. St. Martin (French) and St. Barts use 220V (European plugs), while St. Maarten (Dutch) and Anguilla often use 110V (US plugs). However, most luxury charter yachts are equipped with universal converters and US-style outlets regardless of where they are docked.

It varies by island. Topless sunbathing is standard and culturally accepted on the French side of St. Martin and in St. Barts (such as at Saline Beach). Full nudity is generally restricted to specific designated beaches, such as the southern end of Orient Bay on St. Martin. Anguilla is more conservative; modest swimwear is recommended there.

Keep Exploring

Explore Other Cruising Grounds

St. Martin & St. Barts is one of six distinct waters we sail. Here's where else a Vital Charters week can take you.

Sample Itineraries

St. Martin & St. Barts Sailing Itineraries

Two routes to start the conversation: five nights from Simpson Bay to Grand Case and St. Barts, and seven that open with two nights in Anguilla. Scroll through the days and the yacht follows on the map.

More on St. Barts: read our 7-day St. Barts yacht charter itinerary, or our guide to the best anchorages in St. Barts.

Five nights between two islands: Grand Case for dinner, a day among the islets of the Saint-Martin nature reserve, then across the channel to Île Fourchue, Colombier and Gustavia on St. Barts.

Nights aboard
5
Distance
About 50 nm
Longest leg
17 nm

Three flags in a week. The route opens with two nights in Anguilla, for Sandy Ground and the offshore cays, then follows the five-night route: Grand Case, the reserve islets, Île Fourchue, Colombier and Gustavia.

Nights aboard
7
Distance
About 83 nm
Longest leg
17 nm
Day 1

Road Bay

Sint Maarten to Anguilla

Under way
17 nmAbout 2 hrs 30 min
Overnight
Road Bay, at anchor

Board in Simpson Bay around midday. The yacht leaves the lagoon through the drawbridge, rounds the low western end of St. Martin and crosses the Anguilla Channel to Road Bay, the island's port of entry for yachts. The crew clears in, and Sandy Ground is the beach in front of you.

  • Sandy GroundThe village on Road Bay: a long curved beach backed by cliffs and an old salt pond, with beach bars along the sand.
  • Meads BayA long white beach on the west of the island, a taxi ride from Sandy Ground, with several of Anguilla's best-known kitchens.
  • Three flagsAnguilla is British, and the first of three jurisdictions this week. The crew handles the paperwork at each one while you are ashore.
Day 2

The Anguilla Cays

Sandy Island and the Prickly Pear Cays

Under way
12 nmAbout 1 hr 45 min in all
Overnight
Road Bay, at anchor

A day out to the cays and back. Anguilla's marine parks are for daytime only, so the yacht works out to Sandy Island, carries on to the Prickly Pear Cays six miles offshore, and is back in Road Bay for the night.

  • Sandy IslandA sandbar ringed by reef, about a mile and a half off Road Bay: white sand, clear water and very little else.
  • Prickly Pear CaysTwo uninhabited cays split by a narrow channel, with a white beach, a reef to snorkel and a bar and grill on the sand.
  • Little BayA small cove under cliffs just north of Road Bay, inside a marine park. Nobody anchors there, so it is a tender trip.
Day 3

Grand Case

Anguilla to French St. Martin

Under way
15 nmAbout 2 hrs
Overnight
Grand Case Bay, at anchor

The crew clears out of Anguilla after breakfast, and the yacht sails back around the western end of the island and across the channel to the French side of St. Martin. By early afternoon you are anchored off the street that gave the island its dining reputation.

  • Boulevard de Grand CaseOne street along the beach with more than two dozen restaurants on it, from white-tablecloth French to open-air grills.
  • The lolosOpen-air Creole barbecue beside the beach: ribs, chicken, snapper and grilled lobster, with johnny cakes on the side. Bring cash.
  • Rocher CréoleCreole Rock, at the north end of the bay, is inside the nature reserve. Shallow and sheltered, it suits a first snorkel. Nobody lands on the rock.
Day 4

Anse Marcel

Pinel Island, Tintamarre and the nature reserve

Under way
2 nmAbout 20 min
Overnight
Anse Marcel, at anchor or in the marina

A short hop around Bell Point into Anse Marcel, a cove closed in by green hills. The day belongs to the islets of the Saint-Martin nature reserve just around the corner: lunch on Pinel and an afternoon off the white beach at Tintamarre. Nobody stays overnight in the reserve and its moorings take boats up to 15 metres, so how you visit depends on your yacht: on a day mooring, or by tender from Anse Marcel.

  • Pinel IslandA small islet in shallow water off Cul-de-Sac, with two beach restaurants. The ferry stops in the late afternoon, and the island empties with it.
  • TintamarreA flat, uninhabited island about three miles east of Anse Marcel. Baie Blanche, on its west side, is a white sand beach over clear turquoise water, and the reserve calls the island a favored feeding and nesting site for sea turtles.
  • Anse MarcelA sheltered cove under steep hills, with a small marina, a beach club and a beach at its head.
Day 5

Île Fourchue

Across the Saint-Barthélemy Channel

Under way
14 nmAbout 2 hrs
Overnight
Île Fourchue, on a mooring or at anchor

The open-water leg of the route: out past Tintamarre and south-east across the channel, with the trade wind on or just forward of the beam, to an empty island about three miles short of St. Barts. There is nothing ashore, which is why yachts come.

  • Île FourchueA bare, horseshoe-shaped island with no buildings, inside the St. Barts nature reserve. Its bay opens to the south-west and holds some of the reserve's moorings.
  • The hermit of FourchueBalthazar Biguard left Marseille to escape the French Revolution, settled here alone and stayed until he died in 1827, aged 85. He is buried on the island.
  • In the waterSnorkel the rocky sides of the bay straight from the stern. In the reserve nothing is touched or taken, and boats keep to five knots.
Day 6

Anse de Colombier

The quiet corner of St. Barts

Under way
3 nmAbout 25 min
Overnight
Anse de Colombier, on a mooring or at anchor

A short run across to the north-west tip of St. Barts, and a bay that can only be reached by boat or on foot. White sand, dry green hillsides and no road behind the beach.

  • The beachA curve of white sand with nothing built on it. The Rockefellers bought the land above the bay in the 1960s.
  • Turtles and starfishGreen turtles feed on the seagrass in the bay, which is also known for its snorkeling and, at times, for its big orange starfish. Look, and leave them be: this is the reserve.
  • The trail to FlamandsA footpath of about 20 minutes links the beach to Petite Anse, at the far end of Flamands.
Day 7

Gustavia

The harbor, Shell Beach and St-Jean

Under way
2.5 nmAbout 20 min
Overnight
Gustavia, at anchor off the harbor

Around the point to the capital of St. Barts. The crew clears the yacht in while you go ashore: red roofs around a narrow harbor, a fort at each end of town, and the beaches of St-Jean a short taxi ride away. This is the dressiest night of the route.

  • GustaviaNamed for King Gustav III of Sweden in the 1780s, when the island was Swedish. Walk the harbor front past St. Bartholomew's Anglican Church, built in 1855, and up to Fort Gustav by the lighthouse for the view.
  • Shell BeachThe town beach, below Fort Karl and a short walk from the harbor. Loulou opens here in November 2026, where Shellona used to be.
  • St-JeanThe island's beach-club bay, at the foot of the airstrip, for a long lunch at Nikki Beach or the Sand Bar at Eden Rock.
Departure morning

Back to Sint Maarten

Under way
17 nmAbout 2 hrs 30 min

An early start. The crew clears out of Gustavia and the yacht runs downwind to Sint Maarten, timed for one of the drawbridge's morning openings into the lagoon. Charters usually end at noon.

Distances are measured along the route shown and rounded. Sailing times assume about 7 knots; a power catamaran or motor yacht covers the same legs faster. St. Martin, St. Barts and Anguilla are separate jurisdictions, so the yacht clears in and out of each one, and the Simpson Bay drawbridge opens only at set times, which shapes the first and last days. Pinel, Tintamarre, Île Fourchue, Colombier and the Anguilla cays lie inside nature reserves or marine parks with their own rules on moorings, yacht size and overnight stays, so how each is visited depends on your yacht. Every charter is routed around your group, your yacht and the weather. Map imagery is an illustration generated for Vital Charters, with coastlines from OpenStreetMap contributors.

Tables Ashore

Where to Eat Ashore in the Leeward Islands

This is a route to eat ashore on. Sandy Ground, Grand Case and Gustavia each have a table worth planning an evening around, and the quiet nights in between are your chef's. Season matters: much of St. Barts and Anguilla closes from late August until late October or November.

Grand Case · St. Martin

Le Pressoir

Dinner

Head chef Jerome Droingt's restaurant on Boulevard de Grand Case, with an ambitious menu built on classic and local ingredients: lobster bisque with cappelletti of river prawns and caviar, Rossini tenderloin with fresh truffle. The house rum bar, Canne & Melasse, is there for afterwards.

Good to knowDinner only, Monday to Saturday, from 5 pm; last orders at 10 pm. Closed on Sundays. Reservations through OpenTable. Parties of six to eight are asked for a card guarantee, and larger groups for a deposit of 50 euros per person.

Sandy Ground · Anguilla

Veya

Dinner

Chef Carrie Bogar calls it Cuisine of the Sun: flavors from the Caribbean to India, and from North Africa to Southeast Asia, served in a treehouse of a dining room at Sandy Ground. She and Jerry Bogar moved to Anguilla to open it in 2007.

Good to knowDinner Monday to Saturday, 6 to 10 pm. Closed on Sundays. Reserve online or by phone. Much of Anguilla closes in September and October, so we confirm the dates for an autumn charter.

Gustavia · St. Barts

Zuma Saint-Barth

Opens 25 November 2026Dinner

The newest big name in Gustavia: Zuma's contemporary Japanese cooking, with a sushi counter and a robata grill, in a room overlooking the harbor. Dinner here runs on into a late night.

Good to knowOpens on 25 November 2026 at 19 Rue de la République, for a season that runs through April 2027. Monday to Sunday, 6 pm to 1 am. Dinner only. Reservations are open now.

Along the route

Sandy Ground · Anguilla

Elvis' Beach Bar

LunchDinner

A beach bar on the sand at Road Bay, built around a boat: Mexican food, burgers and bar favorites, and cocktails from the One Love boat bar.

Good to knowOpen 11 am to 1 am, seven days a week in season. From 21 September to mid-October 2026 it is closed Monday to Wednesday.

Prickly Pear Cays · Anguilla

Prickly Pear Bar + Restaurant

Lunch

A bar and restaurant on the cay, six miles north of Road Bay. Barbecue chicken and ribs, freshly caught lobster and crayfish, burgers and salads, eaten barefoot.

Good to knowHours and season are not published, so we check before you sail. Groups of ten or more book through the restaurant's reservation form.

Meads Bay · Anguilla

Blanchards and the Beach Shack

LunchDinner

Two tables side by side on Meads Bay. Blanchards Restaurant is the dressier of the two, for dinner; the Beach Shack next door serves lunch and an early dinner on the sand.

Good to knowBlanchards serves dinner Monday to Saturday. The Beach Shack is open 11:30 am to 8 pm, Monday to Saturday, with no reservations. Both are closed on Sundays, and both keep a seasonal calendar. By taxi from Sandy Ground.

Grand Case · St. Martin

Bistrot Caraïbes

Dinner

On the boulevard since 1994, and best known for lobster thermidor chosen from the tank.

Good to knowOpen seven nights, 6 to 10 pm, which makes it the answer on a Sunday. Reservations are highly recommended.

Grand Case · St. Martin

The lolos of Grand Case

LunchDinner

Open-air Creole grills beside the beach: Sky's the Limit, Cynthia's Talk of the Town and Au Coin des Amis. Ribs, chicken colombo, conch, snapper and grilled lobster, with johnny cakes. Read our guide to the lolos.

Good to knowCasual and inexpensive. Bring cash.

Grand Case · St. Martin

More tables in Grand Case

Dinner

The boulevard has more French kitchens than one evening can cover. Le Cottage pairs its menu with a sommelier's wines, L'Auberge Gourmande cooks in one of the oldest Creole houses on the island, and Ocean 82 looks out over the bay.

Good to knowLe Cottage serves dinner Monday to Saturday and asks parties of more than eight for a card guarantee. L'Auberge Gourmande serves dinner Tuesday to Sunday.

Pinel Island · St. Martin

Karibuni

Lunch

A beach restaurant on Pinel Island, inside the nature reserve. Lobster from its own tank goes on the barbecue, alongside ceviche, tartares and Creole dishes. Read our Pinel Island guide.

Good to knowDaytime only. Closed from late August to mid-October. Book ahead for a group.

Baie de St-Jean · St. Barts

Nikki Beach Saint Barth

Lunch

The beach-club lunch St-Jean is known for, where the afternoon tends to turn into a party. Read our Nikki Beach guide.

Good to knowRestaurant daily from noon to 5 pm; beach from 10:30 am to 7 pm. Closed from mid-August, and the 2026 season starts on 23 October. Reservations by email or phone.

Baie de St-Jean · St. Barts

Sand Bar at Eden Rock

LunchDinner

Chef Jean-Georges Vongerichten's restaurant at Eden Rock, on St-Jean beach: truffle pizza, crispy salmon and fresh local seafood.

Good to knowLunch daily from noon to 3:30 pm and dinner daily from 7 to 10 pm, when the hotel is open. We confirm the season's dates.

Gustavia · St. Barts

More tables in Gustavia

Dinner

Bonito, on Rue Lubin Brin, for chef-owner Laurent Cantineaux's French Pan-American cooking. L'Isola, on Rue du Roi Oscar II since 2008, for Italian with fresh pasta made in house. And from November 2026, Loulou on Shell Beach.

Good to knowBonito serves dinner Monday to Saturday, from 7 pm. Most of Gustavia closes from late August to late October, so we confirm what is open for your dates.

Hours and opening days are as published by each restaurant in October 2026. Much of St. Barts and Anguilla closes between late August and late October or November, and several of this season's openings are still to come. We confirm what is open for your dates and make the reservations.

Plan Your Leeward Islands Week

Let a broker build your charter.

Tell us your dates, your group and the kind of week you want, and we’ll match you to the right yacht, crew and route through St. Martin, St. Barts and Anguilla.

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