Tortola + Jost Van Dyke + Anegada + Virgin Gorda + Norman Island

Up in the Air Life proudly presents Urban Yacht Week in the British Virgin Islands.  Experience a week sailing in one of the best sailing locations in the world.  Everyday is a new island and adventure. On board the luxury Catamaran your Chef serves up gourmet food daily.

June 8-15, 2019


Welcome to the Virgin Islands. Today we’ll take the ferry to Tortola and board our yacht. Dinner will be served on your yacht by the crew and later we will head to town for an evening of nightlife on Tortola Island.


Today we sail to Norman Island. After we snorkel at the caves and the Indians by Pelican Island.  Today’s highlight is Willy-T is the famous floating bar and restaurant that we’ll visit. Let’s see whose brave enough to jump off the top deck. This is a great party and a must do on Norman Island.


Get an early start and head to to the Baths on the southern end of Virgin Gorda. We can spend the whole day exploring the tunnels, caves and crystal-clear pools through the maze of massive boulders which have been resting here for literally millions of years. Some people call these the eighth wonder of the world! Have a little lunch on board before heading back across the channel towards Trellis Bay.


Today we travel north to visit to Anegada. Anegada is a unique island that is different from the other islands. It is a fun place to visit and the time spent there should definitely not be spent on the boat. Go ashore, enjoy the beaches, rent a car or scooter as you enjoy one of the fabulous north coast beaches. Tonight we’ll eat some of the famous Anegada Lobster.


Today we break up our sail with a stop at the Dogs, a cluster of three small islets, all national parks, with excellent snorkeling and diving. After lunch, head on up into the North Sound, being sure to use the well-marked north entrance and not the shortcut next to Mosquito Island. You will find a choice of marinas and restaurants to pick from including the well known Bitter End Yacht Club, Leverick Bay and Saba Rock.


Enjoy a morning snorkel at Monkey Point, Guana Island. After lunch, continue to Great Harbor on Jost Van Dyke, home to Foxy’s. Pick up your overnight mooring, then jump in the dinghy and head around the point into White Bay. Enjoy a ‘Painkiller’ at the Soggy Dollar Bar for sunset before heading back round to Great Harbor for dinner. Foxy is well known for his live music and barbeques on the weekends which makes for a great stop for all the family.


Sail south through the cut at Soper’s Hole, stopping in the boutique shops for gifts and souvenirs. Great Harbor is perfect for your last night as it’s picturesque.  We’ll enjoy an intimate farewell dinner as we reflect on an amazing week and prepare to head home.


After breakfast you have time to squeeze in one more snorkel (no diving before flying). Great Harbor has beautiful reefs and colorful tropical fish. Enjoy your last morning with snorkeling as we sail back to the marina.

Up In The Air Life Virtual Concierge & Private Facebook Group

Up In The Air Life Onsite StaffShared Cabin with Full Bed For 8 Days And 7 Nights

Air-Conditioning With Private En Suite Bathroom

Professional Captain To Sail The Yacht

Personal Chef On Board

Daily Breakfast, Lunch, And Dinners

All Dinners served with table wine, local aperitifs, fruit juices, and soda

Water Sporting Equipment; Sea Kayak, Stand Up Paddle Board, Snorkeling Fins And Masks

Fresh Linens, Bath Towels, And Beach Towels

Dinghy And Port Fees, Water, And Fuel

Yacht Security Deposit

Airport Transfers – Round Trip Transfers From St. Thomas Airport To/From The Marina

Farewell Event

Personalized Swag Bag

Access To The Up In The Air Life App

Roundtrip flights to Beef Island, Virgin Islands (EIS)

Travel Medical Insurance Abroad

Passport & Visa fees

Tips and gratuities