8 Days - 4 Islands
November 8 - 16, 2026

This stunning sojourn leaves Miami and sails a day to the picturesque silvers coasts, crystalline cenotes and lush jungles of Puerto Plata, Dominican Republic. Next, awake to the blissful sound of crashing waves in San Juan before arriving the next day in magical Tortola, nestled into the British Virgin Islands. Then sail two days to our private Beach Club at Bimini before returning to Miami. 


This journey will be escorted by Jennifer Root with The Travel Planning Team. You are invited to join the merriment and hang with the group to enjoy some fun group meet ups and excursions, or just take advantage of the opportunity for some down time to recharge! Knowing that if you need anything, your travel advisor is with you.



Where we are sailing

Day 1 | Miami, FL

Day 2 | At Sea

Day 3 | Puerto Plata

Day 4 | San Juan, Puerto Rico

Day 5 | Tortola

Day 6 | At Sea

Day 7 | At Sea

Day 8 | Bimini, Bahamas

Day 9 | Miami, FL

Inclusions and Options
The luxury you deserve — without the nickel & diming from the others. Look (far) beyond the headline rate.


Inclusions | Over $1000 in value. 

  • Classic WiFi Included | Browse, post, and stay connected on board.
  • All Dining Included | 20+ eateries with Michelin-star chef curated menus. No extras for "specialty" dining!
  • Soda & Water Included | Non-pressed juices, teas, and drip coffee, too!
  • Fitness Classes Included | Yoga, meditation, cycling, HIIT classes, and more!
  • Entertainment Included | Jaw-dropping shows? Always included.
  • Port Fees, Government Taxes and Fees
  • $100 Sailor's Loot per cabin from The Travel Planning Team (aka "On Board Credit" only available when booked in this Group.) 


What is not included:

  • Beverage Packages - Based on cabin, not per person. From $200 - $1000. 
  • Gratuities - Option to prepay at booking. $160 per person.
  • Voyage Protection - $117 per person through Virgin Voyages
  • Optional Excursions
  • Airfare or other travel to and from Miami
  • Hotel accommodations pre- or post-voyage*
  • Items of a personal nature


* The Travel Planning Team will make hotel recommendations and if there are ten or more rooms, will hold a room block for November 7.