Epic 8-Day St Martin, Anguilla & St Barts Yacht Charter Itinerary

Day 1: Phillipsburg, Dutch St Maateen – Maho Beach

You will ease into your St Barts Yacht Charter with a short jump up the coast to Maho Beach. Maho Beach is unlike any other in the Caribbean. Sure, the soft sands and crystal-clear waters are quintessential Caribbean, but the main attraction here isn’t the sea—it’s the planes!

At Maho, you’re directly under the flight path of jets landing at Princess Juliana International Airport. It’s a rush like no other, with massive airliners like KLM’s 747s passing just 100 feet above your head.

The intense jet blasts are known to send beachgoers into the sea (safely if you’re careful). Timing your visit with the arrival schedule posted at the nearby Sunset Bar enhances the experience​.

While the main draw is aviation, don’t miss Maho’s vibrant nightlife—Mykonos Nightclub is a favorite of both locals and tourists​.

Distance: 6nm | Duration: 40m

Day 2: Road Bay, Anguilla

After the high-octane start at Maho Beach, it’s time to start indulging in that real relaxing yacht vacation you have dreamt of for so long. You will head towards Road Bay, located on the north side of Anguilla Island. You will go eastway around Anguilla Island, with a possible lunch stop at Scrub Island for some divine diving or snorkeling.

Arriving at Road Bay after enjoying a day of water activities, it is time to chill, and you have arrived at the right place for that! Apart from being a very picturesque beach—Road Bay is also a portal to some of Anguilla’s best music and dining.

Dune Preserve, owned by reggae legend Bankie Banx, offers an unbeatable Caribbean vibe with live music under a rustic driftwood structure​. –It does not get much more Caribbean than this!

The waters are generally calm and ideal for watersports like paddleboarding and kayaking. If you’re feeling up for more adventure, take a short ride to Sandy Island, a tiny offshore cay famous for snorkeling and beach barbecues.

Distance: 30nm | Duration: 3h

Day 3: Ile Tintamarre

Tintamarre Island is one of the most magical stops on your itinerary. It’s perfect for history buffs and nature lovers! The island is part of the St. Martin nature reserve; it is uninhabited, giving you a sense of isolation and raw natural exploration. Interestingly, this now-deserted isle once had its own airline and a small community that thrived on agriculture​.

The real treasure here, though, is under the water. Turtles and rays are commonly spotted in the calm waters, and the shallow coral reefs offer great and easily accessible snorkeling opportunities, even for newbies. It’s a peaceful break after the buzz of Maho and Road Bay.

Distance: 18nm | Duration: 1h 50m

Day 4: Gustavia Harbor, St Barts

From the moment you anchor in Gustavia’s harbor, you’re surrounded by mega-yachts, high-end boutiques like Louis Vuitton and Cartier, and world-class restaurants.

This is the perfect day to plan a meal ashore and perhaps a little taste of the Caribbean nightlife. For a 5-star meal, make a reservation at Bonito. This fusion of French and South American cuisine offers a lively atmosphere, delicious cocktails, and dishes like ceviche and roasted sea bass.

Alternatively, you can dine at L’Isola, an upscale Italian restaurant –This is perfect for romantic dinners. Its menu features gourmet dishes like homemade pasta, fresh seafood, and an extensive wine list.

If you are looking to explore the local nightlife, try Bagatelle, located in the heart of Gustavia. Bagatelle is Known for its lively party scene, great music, and flowing champagne; it’s a hotspot for both locals and visitors.

If you are looking for a more laid-back option, check out the legendary Le Select, known as the inspiration for Jimmy Buffett’s “Cheeseburger in Paradise,” –it’s an iconic venue!

Not to be missed is Shell Beach, located on the edge of Gustavia town, only a 5-minute walk from the port. Shell Beach is unique for its shoreline covered in millions of tiny seashells. This scenic spot is perfect for a sunset swim, followed by cocktails at the iconic Shellona Beach Club, an excellent place to see the sun go down while sipping away.

Distance: 16nm | Duration: 1h 40m

Day 5: Colombier Beach, St Barts

After a night in Gustavia, there is a chance you might need a little respite, so you will now head to Colombier Beach, which is only a short hop up the coast.

Often referred to as Rockefeller’s Beach, Colombier is secluded and accessible mainly by boat, which makes it a favorite for yacht-goers. The beach was part of David Rockefeller’s private estate, adding an air of exclusivity.

The hike to Anse de Colombier rewards you with great panoramic views of St. Barts Island, but it’s the calm bay that really steals the show. This is the place for snorkeling, where you can swim among schools of fish and spot sea turtles. With no amenities or crowds, it’s a true escape​.

Distance: 3nm | Duration: 20m

Day 6: Anse Marcel, French St Martin

You are now headed back up to St Martin, this time to the French north side.

Tucked into a cove surrounded by rolling hills, Anse Marcel is your hideaway for a lazy day. Unlike the bustling tourist spots on the island, Anse Marcel is wonderfully serene, with gentle waves and shallow waters perfect for a peaceful swim or paddleboarding. This spot is particularly great for families with young kids, as the sheltered bay keeps the waters calm.

The luxurious Anse Marcel Beach Resort offers beachside dining and beach bar, where you can enjoy French-Caribbean cuisine and cocktails with your toes in the sand​. If you don’t already have it on your yacht, there is also the chance of booking some pampering time with the resort’s spa.

Distance: 16nm | Duration: 1h 40m

Day 7: St Barts Bay Hopping

After 2 days of relaxing beachside time, it is time for a more active day –You will now be heading back down to St Barts for some Bay hopping.

St Bart has over 20 beaches to explore, and there is no better way to do this than with your own private luxury yacht. Start with Saline Beach, one of the more remote and wild beaches, where the lack of development enhances its untouched beauty.

Then, cruise over to Gouverneur Beach, where you might spot a celebrity or two. If you’re into snorkeling, Corossol Beach offers fantastic underwater scenery, with reefs teeming with life.

In St. Jean Bay, the famous Eden Rock Hotel has a fantastic bar scene where yachties often mingle​.

Distance: 19nm | Duration: 2h

Day 8: Marigot, French St Martin

End your voyage in Marigot, a blend of French sophistication and Caribbean ease. The colorful Creole architecture gives the town a vibrant, authentic feel, and it’s the perfect place for shopping—don’t miss the local market for unique crafts and spices.

If you are up for a last adventure, Climb up to Fort Louis for stunning views of the town and the neighboring Anguilla. Afterward, indulge in some of the island’s finest French cuisine at Le Pressoir, a romantic restaurant housed in a Creole cottage​.