Ocean born, Mountain Bound

An immersive sailing retreat

Fully Booked

Spend a week aboard a catamaran—learning to sail, hiking a volcanoe, free-diving into turquoise waters, and sharing meals under the stars.

Silhouetted sailboats on calm ocean water during golden sunset with large sun in the sky.

What to expect

This is a week-long, live-aboard sailing experience in the Caribbean island of Martinique.

Our days will be guided by the wind — diving into clear water, hiking a volcano, and sharing meals as the sun sets over the horizon.

It’s designed to be grounding, empowering, and genuinely life-shifting in the best way.

Life on board

The Boat

Come aboard a spacious Lagoon 46 catamaran built for comfort and smooth sailing.

With wide decks, open living spaces, and cozy cabins below, there’s room to gather or retreat, and simply enjoy quiet mornings.

A 50ft sailing catamaran boat floating in turquoise water near a rocky, cliff-lined coast.

Where You’ll Sleep

You’ll stay in comfortable double-occupancy cabins, each with a private bathroom and shower.

Friends and couples will share a cabin together, while solo travelers are thoughtfully paired. Sharing space is part of the experience; a simple way to connect while still feeling at home onboard.

Modern bedroom with a large bed, red pillows, and windows showing a blue sky with clouds.

Cooking at Sea

The galley is the heart of the boat, where we cook, share stories, and connect over fresh, simple meals.

You’ll be joining in, as we want everyone to experience the fun in creating meals together in the galley.

Modern kitchen with wooden cabinets, stainless steel appliances, and a view of the ocean through large windows, featuring a breakfast setup with plates, a small bottle of syrup, and a fruit platter.
A woman in a floral blue bikini top smiling on a boat with turquoise water and blue sky in the background.

Meet your Host

Hey, I’m Jadyn — sailor, storyteller, vagabond, and the heart behind this experience. After endless nights at sea, exploring remote islands, and falling in love with the underwater world, this is where I became who I am. I've built a life around adventure, traveling to over 30 countries and inspiring others to live differently.

Now, I’m turning my lifestyle into a shared experience. A space where you’re not just along for the ride, you’re part of the story.

Man taking a selfie on a boat in turquoise waters, wearing sunglasses, a white cap backwards, a blue long-sleeve shirt, and colorful shorts, with sailing ropes and a sailboat in the background.

Meet your Captain

Hey, I’m Brandon, your captain and also Jadyn’s dad. A few years ago, I sold nearly everything we owned, stepped away from life on land, and took my family to sea. What started from a midlife crisis, became four unforgettable years sailing more than 17,000 nautical miles throughout the Caribbean, navigating everything from glassy waters to wild squalls.

I hold a U.S. Coast Guard Master Captain’s License and my goal is to make you feel safe, confident, and fully immersed in the experience.

Martinique Retreat

A minimalist illustration of mountains with a stylized sun or moon in the background.

WEEK 1 | May 20-26

WEEK 2 | May 27-June 2

A person jumping off a boat into a body of water near rocky cliffs on a sunny day.
SOLD OUT

We’re so excited to sail with you in our favorite Caribbean island, Martinique. Due to overwhelming interest, we’re offering two retreat weeks, allowing more people to join while keeping each group intimate and intentional.

We’ll jump in turquoise water, free-dive and snorkel coral reef, and hike through lush rainforest to the summit of Mount Pelée, Martinique’s iconic volcano. We’ll cook and share meals, explore vibrant Caribbean towns, and connect with a crew of rad, adventure-loving humans. It’s hands-on, all-in, and packed with unforgettable moments.

Price: 3,000 USD / person

$750 to reserve your spot | $2,250 due later

    • 7 days/6 nights living aboard a sailboat with a small group of like-minded people (limited to 8 guests)

    • All meals onboard, we will go out twice on land
      allowing flexibility to explore local cuisine (at your own expense)

    • Professional captain & crew led by a U.S. Coast Guard–licensed captain

    • Hands-on sailing experience, including immersive sailing training where you’ll learn the basics of life and navigation at sea

    • Guided adventures, including a volcano hike and snorkeling/diving on coral reef

    • Transfer to and from volcano hike

    • Sailboat cooking class, learn how to prepare staple, simple, & nourishing meals in the galley

    • Snorkeling gear and onboard equipment

    • Flights to/from Martinique —

      You will fly into Martinique Aimé Césaire International Airport (FDF)

    • Taxi fee to/from airport —

      We will help with taxi arrangements to/from the boat, but you are responsible for taxi fees

    • Lunch and dinner ashore—

      2 meals

    • Travel insurance —

      (Highly recommended) this covers you and the activities mentioned in the retreat. Sail to Summit is not liable in terms of injuries or similar sustained damage for the duration of the trip

    • Personal expenses

      Any souvenirs, snacks, or extras

  • All routes, activities, and timing are subject to change based on weather, sea conditions, and safety decisions made by the captain.

    Day 1 - Arrival
    Welcome to Martinique! After arriving, grab a taxi and head to our designated meetup point. Once aboard, we’ll get settled, go over safety basics, and ease into life at sea. In the evening, enjoy a delicious onboard dinner while meeting your fellow crew members as the sun sets on our first night at anchor.

    Day 2 - Sail to Saint-Pierre
    After breakfast, we’ll up-anchor and set sail toward Saint-Pierre (approximately 4–6 hours). You’ll be introduced to the basics of sailing and life onboard. After anchoring, hop in the dinghy to explore town. In the evening, we’ll go out for dinner and enjoy French Caribbean cuisine.

    Day 3 - Volcano Hike
    After an early breakfast onboard, we’ll head ashore to hike Mount Pelée, Martinique’s iconic volcano. Approximately 4–5 miles round trip taking 4–6 hours, depending on conditions and pace. After returning to the boat, the afternoon is yours to rest, swim, and unwind.

    Day 4 - Sail & Snorkel
    We’ll sail to a beautiful anchorage known for clear water and vibrant marine life. Spend the day snorkeling or diving straight from the boat. Keep an eye out for sea turtles, rays, and sea life.

    Day 5 - Culture & Exploration in Fort-de-France
    We’ll move to another anchorage and head into Fort-de-France for a day of cultural exploration. Wander through local markets, explore historic streets, visit the fort, and experience the heart of the island. This day offers a chance to connect with Martinique beyond the water.

    Day - 6

    We’ll sail back toward Sainte-Anne, enjoying one last day on the water together. Spend the afternoon swimming, lounging, playing games, and savoring the final moments of boat life. We’ll have our farewell dinner, raising a toast to rad friends, and unforgettable memories made at sea.

    Day 7 — Departure

    After a final breakfast onboard, it’s time to say goodbye. Disembark in the morning and head off feeling inspired with the best of memories.

  • If you’re joining solo:

    Cabins/beds are shared between two people, thoughtfully paired based on the application process. You’ll never be paired with the opposite gender. Each cabin has a queen size bed including its own private bathroom and shower, so you’ll have comfort and privacy while enjoying life on the boat.

    if your joining with a friend/partner:

    You’ll share a cabin together, with your own private bathroom and shower, so you can experience the retreat side by side.

  • Due to the small group size and logistics of securing 2 private sailboats, the deposit is non-refundable

    Deposit: After your application is submitted and approved, 25% of the retreat cost is due to secure your spot ($750 USD)

    Balance: The remaining 75% is due 60 days before departure.

    • Cancellations 60+ days before departure: refund of any payment beyond the deposit.

    • Cancellations less than 30 days before departure: no refund.

Your Questions, Answered


Can I come alone?

Absolutely. Many join solo. This type of experience draws rad people who you’ll undoubtedly connect with.

Is this retreat safe?

Safety is our top priority. The boat is captained by a U.S. Coast Guard–licensed Master Captain, and will give a safety briefing before we set sail.


Age?

This is for people in their 20s and early 30s. We focus on group dynamics and participation rather than age alone.


Think good company, active adventures, and time to chill. There’s space to be social or take quiet moments for yourself.

What’s the overall vibe?


No prior sailing experience is needed. This retreat is designed for beginners, advanced, and curious adventurers. You’ll learn the basics of sailing and life onboard in a supportive, hands-on environment.

Do I need sailing experience?


After you submit the form & deposit, we’ll follow up with next steps and info. The full trip amount due 60 days prior to departure.

Payment Process?


Group size?

Our retreats are intentionally small, with only 8 guests onboard to ensure a meaningful, comfortable experience.


What if I get seasick?

It’s normal to wonder about seasickness. We’ll share tips before the trip, and most guests find they adjust quickly once onboard.


Fitness level?

This retreat involves moderate physical activity, including sailing, dinghy transfers, swimming, and a steep, but rewarding hike. Guests should be in good health to participate comfortably.