Below is a thoughtfully designed spring sailing itinerary combining St. Maarten and St. Barths, blending elegant island living, refined dining, and scenic sailing across one of the Caribbean’s most iconic cruising grounds.

This itinerary is presented first to outline the journey and overall flow. Next, we will introduce the yacht selected for this itinerary—chosen to match the open-water passages, refined ports, and elevated onboard lifestyle envisioned here.

Embarkation & disembarkation: St. Maarten, the primary charter base and international gateway for the region.

Transfer: Arrivals are typically into St. Maarten, followed by a short taxi transfer to the marina for seamless embarkation.

Seasonal highlights: Spring delivers steady trade winds, excellent visibility, warm temperatures, and a sophisticated yet relaxed atmosphere as the high-season crowds gently taper.

Sailing: 30–75 minutes along St. Maarten’s coastline.

Activities: First swim, paddleboarding, and relaxed time at anchor in sheltered waters.

Dining: Welcome drinks onboard. Dinner ashore in Grand Case—renowned for its French-Caribbean cuisine—or onboard for a quiet first evening.

Optional events: None scheduled—enjoy a smooth and elegant start.

Sailing: 4–5 hours across open water, typically a comfortable spring passage.

Activities: Arrival swim in clear waters, harbor exploration, and leisurely time ashore.

Dining: Lunch onboard. Dinner ashore in Gustavia at one of St. Barths’ celebrated restaurants.

Optional events: Evening social scene in Gustavia, depending on the night.

Sailing: Short repositioning within St. Barths.

Activities: Beach time at Shell Beach, shopping in Gustavia, and swimming from the yacht.

Dining: Lunch onboard. Elegant dinner ashore or a refined chef-prepared dinner onboard.

Optional events: Seasonal nightlife or low-key beach gatherings.

Sailing: Short coastal repositioning.

Activities: Snorkeling, swimming, and hiking access to secluded beaches.

Dining: Lunch onboard. Dinner onboard to enjoy privacy and sunset views.

Optional events: None planned—focus on calm luxury.

Sailing: 1.5–2.5 hours.

Activities: Snorkeling with turtles, paddleboarding, and wildlife spotting.

Dining: Lunch onboard. Dinner onboard in a quiet anchorage.

Optional events: None scheduled—enjoy a peaceful evening.

Sailing: 1.5–2.5 hours back toward St. Maarten.

Activities: Swimming, water toys, and final island exploration.

Dining: Farewell dinner onboard or at a favorite St. Maarten restaurant.

Optional events: None scheduled—ideal for a refined final evening.

Sailing: Short repositioning to the marina.

Activities: Final swim and relaxed cruise into port.

Dining: Light breakfast onboard.

Optional events: None planned—focus on a smooth departure.

Open-water passages: The crossing between St. Maarten and St. Barths involves open-water sailing. Timing is selected carefully for comfort.

Packing: Soft-sided luggage only. Bring reef-safe sunscreen, swimwear, light layers, and elegant casual attire for St. Barths dining.

Weather: Spring conditions are typically warm with steady breezes and excellent visibility.

Safety: Follow crew guidance when swimming, using water toys, and moving around the yacht under sail.

Your charter consultant can assist with transfer arrangements, recommend transportation options if needed, and help organize trip-cancellation insurance — which is highly recommended for peace of mind.