Why Sail with VV Insider?

Virgin Voyages Experts

VV Insider is the #1 independent resource for Sailors around the world.

Virgin Voyages expertise, from real sailors

VV Insider is a trusted, independent Virgin Voyages resource founded in 2023 by Rob and David. We’ve sailed 30+ times across the fleet and share practical, regularly updated advice to the whole Sailor community.

Now we offer that same expertise end-to-end, offering planning support and exclusive perks, making sure VV Insider is the best way to book a Virgin Voyages vacation.

No Added Fees

Pay in any supported currency ($, £, € and more), plus additional support and guidance.

Same price as booking direct, plus extra support and perks

Booking with VV Insider costs the same as booking direct with Virgin Voyages, your sailing is reserved securely in the Virgin Voyages system, but you get more along the way.

You’ll instantly get access to our Red Diamond Club with ad-free VV Insider access, tailored pre-sailing support and direct contact with our team.

Gold-Tier Virgin Voyages First Mate

Your booking is handled by an authorized First Mate agency with years of experience.

Valiant Lady will return to Europe on a Transatlantic sailing

Your bookings are serviced by a trusted First Mate Agency

A First Mate is a travel advisor who specializes in Virgin Voyages vacations, helping sailors plan, book, and manage their voyages.

When booking through VV Insider, your reservation is serviced by an authorized Virgin Voyages First Mate, with our team available to provide personalized advice, cabin recommendations, and ongoing support.

Your booking remains with Virgin Voyages, and all payments are processed securely through the Virgin Voyages booking system.

Personal Planning & VV Insider Support

Tailored voyage updates, tips, and direct access to the VV Insider team.

The Test Kitchen

Personal help before you sail, so nothing gets missed

We’ll send you planning emails and practical tips at the right moments, from cabins and add-ons, to dining, must-see entertainment and embarkation, so your Virgin Voyages vacation runs smoothly.

What’s more, you can ‘reply’ to any of our emails for 1-2-1 expert support at any time.

VV Insider Loyalty

Earn ‘Diamonds’ every time we help you plan.

A group of people dressed in red partying in a red room

Earn ‘Diamonds’ on top of Sailing Club

Diamonds are VV Insider’s thank-you reward as part of our Red Diamond Club. When you book a Virgin Voyages sailing through VV Insider, you’ll earn Diamonds. They become available once you’ve sailed, ready to redeem for onboard credit on future sailings.

Ad-free VV Insider

Enjoy an uninterrupted experience while planning your voyage.

Plan your voyage without the interruptions

VV Insider is supported by advertising so we can keep our guides and tools free for Sailors worldwide. As a thank you for booking with us, you’ll get Red Diamond Club access, when you’re logged in, you can browse VV Insider completely ad-free while you plan your next voyage.

Your Invite to the Red Diamond Club

As soon as you book your first voyage through VV Insider, you’ll snag a free invite to the Red Diamond Club, our exclusive loyalty program. Membership gives you ad-free access across vvinsider.com, plus a member portal with instant access to our most-used content and tools.

Easily track the Diamonds you’ve earned as part of our loyalty program and then redeem them towards onboard credit on future sailings.

Red Diamond Club Overview

Up to $200 “Sail Forward” Onboard Credit on Selected Voyages

  • Eligible bookings may qualify for up to $200 in Sailor Loot on selected itineraries depending on voyage length.
  • Sea Terrace/Rockstar Quarters/Mega Rockstar category only excluding lock-it-in rates.
  • Automatically applied to eligible bookings made using the booking links below where loot is noted.
  • Bookings made through VV Insider links are fulfilled by The Cruise Boys powered by KVI Travel.
  • Subject to change at any time. For further details, key exclusions & terms click here.

Need Help Deciding?

If you need help finding the perfect voyage or have questions about an existing booking, the expert VV Insider team can help with voyage research and guidance. Submit an enquiry to get started:

Send an Enquiry

View Latest Deals

Find Your Next Virgin Voyages Cruise

Filter and choose a voyage to view pricing below or head to the Virgin Voyages website.

Compare Fares & Offers

Use the filters to find a sailing and review its current cabin fares, eligible offers and booking options. Starting fares may not qualify for every offer.

Still exploring? Compare Itinerary Guides or Browse All Sailing Dates.

Showing 25–48 of 233 Voyages

Listed pricing is based on double occupancy and excludes gratuities.

Virgin Voyages Sailings in January 2027

Key West & Bimini Beach Club

Key West & Bimini Beach Club

moon4 nights shipBrilliant Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night.

Miami → Key West → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 1,010 USD / Cabin
starRockStar from
$ 3,352 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Eastern Caribbean & Bimini Beach Club

Eastern Caribbean & Bimini Beach Club

moon10 nights shipBrilliant Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night. Longer Voyage Feel At Home on a Longer Voyage Sailings with more nights offer more of a chance to discover what‘s on board.

Miami → 2 Sea Days → Philipsburg → Tortola → St. Croix → San Juan → Puerto Plata → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 2,972 USD / Cabin
starRockStar from
$ 9,180 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Western Caribbean & Bimini Beach Club

Western Caribbean & Bimini Beach Club

moon8 nights shipResilient Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night.

Miami → Sea Day → Costa Maya → Roatán → Belize City → Cozumel → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 1,904 USD / Cabin
starRockStar from
$ 6,544 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Dominican Republic & Bimini Beach Club

Dominican Republic & Bimini Beach Club

moon5 nights shipScarlet Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night.

Miami → Sea Day → Puerto Plata → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 1,090 USD / Cabin
starRockStar from
$ 3,890 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Eastern Caribbean & Bimini Beach Club

Eastern Caribbean & Bimini Beach Club

moon10 nights shipBrilliant Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night. Longer Voyage Feel At Home on a Longer Voyage Sailings with more nights offer more of a chance to discover what‘s on board.

Miami → 2 Sea Days → Philipsburg → Tortola → Basseterre → St. John's → 2 Sea Days → The Beach Club at Bimini → Miami

Set sail from
$ 2,180 USD / Cabin
starRockStar from
$ 9,180 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Eastern Caribbean & Bimini Beach Club

Eastern Caribbean & Bimini Beach Club

moon8 nights shipResilient Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night.

Miami → Sea Day → Puerto Plata → San Juan → Philipsburg → 2 Sea Days → The Beach Club at Bimini → Miami

Set sail from
$ 1,904 USD / Cabin
starRockStar from
$ 7,184 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Virgin Voyages Sailings in February 2027

Western Caribbean & Bimini Beach Club

Western Caribbean & Bimini Beach Club

moon7 nights shipResilient Lady anchorMiami

Miami → Sea Day → George Town → Ocho Rios → Sea Day → Nassau → The Beach Club at Bimini → Miami

Set sail from
$ 1,806 USD / Cabin
starRockStar from
$ 6,146 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Sisters at Sea: Brilliant Lady

Sisters at Sea: Brilliant Lady

moon10 nights shipBrilliant Lady anchorMiami
Longer Voyage Feel At Home on a Longer Voyage Sailings with more nights offer more of a chance to discover what‘s on board. Sisters at Sea “Sisters at Sea” 4 Ship Meetup This one-time-only event will see all 4 Virgin Voyages Lady Ships meet together in the Caribbean.

Miami → 2 Sea Days → Philipsburg → Tortola → St. Croix → San Juan → Puerto Plata → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 3,580 USD / Cabin
starRockStar from
Check availability
Included With Selected Cabins:

USD per eligible cabin

Sisters at Sea: Resilient Lady

Sisters at Sea: Resilient Lady

moon7 nights shipResilient Lady anchorMiami
Sisters at Sea “Sisters at Sea” 4 Ship Meetup This one-time-only event will see all 4 Virgin Voyages Lady Ships meet together in the Caribbean.

Miami → Freeport → 2 Sea Days → Progreso → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 2,086 USD / Cabin
starRockStar from
$ 15,750 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin

Sisters at Sea: Scarlet Lady

Sisters at Sea: Scarlet Lady

moon5 nights shipScarlet Lady anchorMiami
Sisters at Sea “Sisters at Sea” 4 Ship Meetup This one-time-only event will see all 4 Virgin Voyages Lady Ships meet together in the Caribbean.

Miami → 2 Sea Days → Freeport → The Beach Club at Bimini → Miami

Set sail from
$ 1,790 USD / Cabin
starRockStar from
Check availability
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Western Caribbean & Bimini Beach Club

Western Caribbean & Bimini Beach Club

moon7 nights shipResilient Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night.

Miami → Sea Day → Ocho Rios → Sea Day → George Town → Sea Day → The Beach Club at Bimini → Miami

Set sail from
$ 1,666 USD / Cabin
starRockStar from
$ 7,546 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Eastern Caribbean & Bimini Beach Club

Eastern Caribbean & Bimini Beach Club

moon10 nights shipBrilliant Lady anchorMiami
Sail & Save This Week’s Best Savings The most affordable voyages, from just $89 per Sailor per night. Longer Voyage Feel At Home on a Longer Voyage Sailings with more nights offer more of a chance to discover what‘s on board.

Miami → 2 Sea Days → Philipsburg → Tortola → Basseterre → St. John's → 2 Sea Days → The Beach Club at Bimini → Miami

Set sail from
$ 2,380 USD / Cabin
starRockStar from
$ 9,980 USD / Cabin
Included With Selected Cabins:

USD per eligible cabin. Offers may be combined where terms allow.

Offer Details

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Selected cabins and fares apply. Virgin Voyages confirms promotion eligibility when a booking is made or put on hold.