Catamarans anchored in a turquoise Caribbean bay
HIDDEN JAM

Adventure on Yachts

Sailing the Caribbean

February 6–13, 2027·From $4,990

7 days · 7 guestsGrenada to the Grenadines

5 of 7 spots leftApply
As featured inForbesForbes·Authority Magazine

What's Included

Everything's taken care of. You just show up.

Luxury catamaran

Luxury catamaran

7 nights aboard a fully crewed catamaran through the Grenadines.

Private chef on board

Private chef on board

Fresh breakfast every morning, lunch and dinner on the yacht.

A curated group

A curated group

Every guest has a short call with us first, so the group actually gets along.

A trip organizer

A trip organizer

Our trip host travels with the group all week, on hand for whatever comes up.

Trip photography

Trip photography

Professional shots from the week: the sailing, the islands, the in-between moments.

Swimming, Snorkelling & Excursions

Swimming, Snorkelling & Excursions

Snorkel Tobago Cays, laze around Sandy Island, and swap the deck for a farm on Canouan.

Airport transfers

Airport transfers

We'll meet you at the airport and get you to the marina.

Apply

From $4,990·5 of 7 spots left·Free to apply

Our Boat

A fully crewed, luxuriously spacious sailing catamaran.

Private Sanctuaries

Double beds, dedicated storage, and private en-suite bathrooms in every cabin.

Shaded Living Spaces

Protected outdoor cockpit, 360° panoramic salon, and open decks for quiet mornings.

Seamless Service

Professional crew handling 100% of navigation, safety, and dining. Just step onboard and relax.

Catamaran at anchor
Catamaran exteriorCatamaran deckCatamaran foredeck with trampoline netsCatamaran en-suite bathroomCatamaran salon and dining

The Route

From Grenada, we sail north through the Grenadines: Carriacou's quiet hills, Canouan's turquoise reefs, the sailing-village charm of Bequia, before reaching the reefs and uninhabited cays of Tobago Cays and Sandy Island.

Most days are short, easy hops between anchorages. One longer passage, on the way back to Grenada, gives you a real taste of open-water sailing. The pace is unhurried by design, with time to swim, explore, and do absolutely nothing at all.

Who this is for

Every guest speaks with us on a short introductory call before booking. It's not an interview, it's how we make sure the week feels like it was put together with you in mind, and that the people around the dinner table are ones you'll truly enjoy.

For you if

  • ·You've never sailed, and that's exactly why you want to try. The catamaran is fully skippered and crewed, your only job is to relax and do as much or as little as you like.
  • ·You understand that the sea is spontaneous. While our route is fixed, plans may shift with the wind or weather. If you can roll with the natural rhythm of sailing and laugh about it, you will love this.
  • ·You're coming alone. Coming alone is completely normal here. The group is strictly capped at 7 women total, and by Day 2, no one feels like a stranger.
  • ·You care who is at the dinner table. Everyone on board is here for the same reason, curious and easygoing, so conversation comes naturally from day one.

Maybe not for you if

  • ·You are looking for a party-week-on-water. This trip is about swimming, quiet bays, and great conversation, not clubs and late nights.
  • ·You want every single hour rigidly scheduled with organized excursions. We provide a balance of sailing legs, slow mornings at anchor, and open free time on the islands.
  • ·You prefer to skip the introductory call and just book instantly. We do not accept bookings without a 15-minute chat. It is the only way we keep the group right for everyone.
Kristina Vazovsky, founder of Hidden Jam, aboard the Hidden Jam flag boat

Your Host

Meet the Founder

Kristina Vazovsky

Founder of Hidden Jam·Forbes 30 Under 30·Licensed Yacht Captain·80+ Countries Vizited

"Before every trip, we collect detailed preferences from each guest. Not just dietary restrictions. What makes them happy in the morning, whether it's fresh pastries or a specific coffee bean. Those details cost almost nothing to act on, but they signal that someone actually thought about you."

As featured in Authority Magazine

What Guests Say

24 trips·400+ travellers·Trustpilot

"I'd never sailed before and wondered if I'd feel out of place joining solo at my age. The crew was so attentive, I felt safe from the very first day. By day two it felt like I'd known them for years. The islands, the swimming stops, the long dinners, it's the trip I still tell everyone about."

Maria
Maria
USA

"The food on board from the private chef was amazing. We wanted to bring the chef home with us. Our host paid attention to every little detail, the excursions were the highlight of each day, and the captain even let us take the helm and taught us how to steer. Loved every day of it, thank you team!"

Ashley
Ashley
New York

"I sailed with Hidden Jam in Greece, and it was hands down the best decision I made all year. They called me before I even booked and answered every question I had. Someone met me at the airport, and the team stayed reachable the whole trip, so I never once felt scared going alone. It was the perfect mix of luxury and genuine connection, check them out!"

Anna
Anna
Colorado, USA

"Thank you all for making my trip so memorable. I am so grateful that you were so great at having an old man join. I hope you all have a great onward journey and live like it's your last. Bon voyage."

Ian
Ian
UK

"I am so grateful to meet all of you guys! It feels special to be a part of such an amazing community even for several days. Sincerely wish to meet all of you again and experience more moments of exploration, joy and laughter. Extra appreciation for Kristina who organised all! You are quite simply the best."

N
Nina
USA

Trip Cost

February 6–13, 2027·7 days

5 of 7 spots leftFull refund guaranteed if you cancel 90+ days before departure
Most common

Solo with Roomshare

$4,990 / person (+10.5% tax)

$5,514 all-in

Traveling alone? We'll match you with another solo guest based on a short call before booking.

Apply

Travel with a Friend

$4,990 / person (+10.5% tax)

$5,514 all-in

Share your cabin with someone you already know.

Apply

Private Oasis

$6,990 / person (+10.5% tax)

$7,724 all-in

Full privacy, the cabin is yours alone, private bathroom included.

Apply

Not included: flights, travel insurance, meals ashore, alcohol, optional activities.

Apply for your spot

A 50% deposit secures your spot. The remaining balance is due one month before departure, by January 6, 2027.

Full refund guaranteed if you cancel 90+ days before departure.

FAQ

Everything you might want to know before booking.

Sailing the Caribbean

February 6–13, 2027 · 7 days · From $4,990 per person (+10.5% tax, shown in full before booking)

5 of 7 spots left