Open 14 sailings, 2026 through 2028

Book the ship. Know the group before you board.

Adults-only group sailings on Virgin Voyages, and full-ship lifestyle charters. The rooms for your sailing open months ahead.

No booking fees. You pay the published fare, we are paid by the cruise line.

Cabo San Lucas at golden hour

Sails next

Sep 26 to Oct 3, 2026

Mexican Riviera, Cabo and Puerto Vallarta

Brilliant Lady from Los Angeles

$693from, per sailor

Book with Nautir

Group sailings, open now.

Every one is Virgin Voyages, so the whole ship is 18 and over with no children aboard. Tap "I'm going" in the app and that voyage becomes your sailing: the rooms, the people, the countdown.

  • Illustrated route map, Miami to Bimini and the Eastern Caribbean Brilliant Lady

    Dec 28, 2026 to Jan 7, 2027

    Eastern Caribbean and Bimini New Year's

    Brilliant Lady from Miami

    $1,770from, per sailor

    Book with Nautir
  • Sisters at Sea Scarlet Lady

    Feb 15 to Feb 20, 2027

    Sisters at Sea, Bahamas

    Scarlet Lady from Miami

    $995from, per sailor

    Book with Nautir
  • Beach at sunset Resilient Lady

    Apr 4 to Apr 11, 2027

    Western Caribbean and Bimini Beach Club

    Resilient Lady from Miami

    $973from, per sailor

    Book with Nautir
  • Mykonos rooftops above the harbour Scarlet Lady

    Jul 4 to Jul 11, 2027

    Red Hot Sailing Club, Greek Islands

    Scarlet Lady from Athens

    $1,323from, per sailor

    Book with Nautir

Fares are per sailor, as published by the cruise line, and they move. Book with Nautir sends a request, it does not charge anything. An advisor picks it up and takes you through cabin choice, deposit and payment dates.

Lifestyle sailings.

Regular Virgin Voyages sailings with a lifestyle group aboard, not a chartered ship. Everyone else on board is a normal passenger, so the group sets its own tone rather than the ship setting it. Headcount is visible in the app only to verified members who have opted in, and only once at least three are going.

  • Grand Turk shoreline

    Grand Turk and Bimini Beach Club

    Scarlet Lady from Miami

    Mar 6 to Mar 11, 2027

    $845from, per sailor

    Book with Nautir
  • Puerto Vallarta coastline

    Cabo, Puerto Vallarta and Mazatlán

    Brilliant Lady from Los Angeles

    Apr 11 to Apr 18, 2027

    $763from, per sailor

    Book with Nautir
  • Ketchikan waterfront houses below the treeline

    Ketchikan, Sitka and Tracy Arm

    Brilliant Lady from Seattle

    Jul 15 to Jul 22, 2027

    $1,043from, per sailor

    Book with Nautir
  • Puerto Plata coast

    Puerto Plata and Bimini Beach Club

    Valiant Lady from Miami

    Aug 2 to Aug 7, 2027

    $695from, per sailor

    Book with Nautir
  • The Amalfi Coast

    Riviera, Rome and Amalfi

    Resilient Lady from Barcelona

    Sep 12 to Sep 19, 2027

    $1,743from, per sailor

    Book with Nautir
  • Sailboats at sunset off Key West

    Key West and Bimini Beach Club

    Valiant Lady from Miami

    Nov 4 to Nov 8, 2027

    $556from, per sailor

    Book with Nautir
  • Turquoise shallows and open sand

    Grand Turk and Bimini Beach Club

    Valiant Lady from Miami

    Mar 4 to Mar 9, 2028

    $695from, per sailor

    Book with Nautir
  • Palms along a Dominican beach

    Puerto Plata and Bimini Beach Club

    Resilient Lady from Miami

    Aug 5 to Aug 10, 2028

    $795from, per sailor

    Book with Nautir
  • A whitewashed chapel above Mykonos

    Santorini, Crete and Mykonos

    Scarlet Lady from Athens

    Aug 20 to Aug 27, 2028

    $1,393from, per sailor

    Book with Nautir

The whole ship, if that is what you want.

A full-ship lifestyle charter is a different thing from a group sailing. The operator takes the entire vessel, so every guest aboard is there for the same event under the same rules. Couples only, 21 and over, clothing optional in designated areas.

How this works.

01

Tell us what you are after

A sailing you already picked, or a shortlist. We will be straight with you about which ship and which week actually fits, including when the answer is none of them.

02

We book it as your agent of record

Travel by Trinidad holds the booking. You pay the published fare, the cruise line pays us. Deposits, payment dates and documents run through one person instead of a call centre.

03

Meet the group before the pier

Your sailing opens in the Nautir app months ahead. Rooms, plans, port days, and the people you will actually be standing next to on embarkation morning.

Questions.

Who actually books the trip?

A licensed travel advisor, and which one depends on the trip. Group and lifestyle sailings are sold by either Travel by Trinidad LLC or Off The Grid Getaways, whichever advisor picks up your request; that advisor is the seller of travel and your agent of record. Full-ship lifestyle charters are sold by Travel by Trinidad LLC only. Nautir Getaways is where the group is organised, not the seller.

Does using an advisor cost more?

No. You pay the operator's published fare. We are paid a commission by the cruise line or the charter operator, not by you, and we are not permitted to sell a lifestyle charter below the operator's published price.

What is the difference between a group sailing and a full-ship charter?

A group sailing is a block of cabins we hold on a regular Virgin Voyages ship. Everyone else aboard is a normal passenger. A full-ship charter is the entire ship, chartered by a lifestyle operator, so every guest aboard is there for the same event under the same rules.

Do I need the Nautir app?

No, you can book without it. It is free, and it is the reason most people book through us: the rooms for your sailing open months ahead, so you meet the group before you are standing in the terminal.

Is my lifestyle status visible in the app?

Only to other verified members who have opted in themselves, only inside the rooms that require that opt-in, and never on your profile. On a getaway, a lifestyle headcount is shown only to opted-in verified members and only once at least three people are going.

Can I bring a single friend?

On a lifestyle charter, one single guest can occupy a cabin as a third with one couple, on a restricted basis. On our Virgin group sailings there is no such restriction, solo travellers are welcome.

Tell us which week you want.

We will come back with what is actually available, what it costs, and whether it is worth it.