Itinerary
- Day 1
Saint Thomas
Your Caribbean yacht cruise starts in Saint Thomas with a transfer to your Emerald Cruises luxury yacht. The boat docks at 11:00 PM, so you'll get settled in and meet the crew. This evening is mainly about getting comfortable on board before heading out tomorrow morning.
- Meals
- Dinner
- Day 2
Culebra to Vieques
Start your morning at Culebra's Flamenco Beach, where you can swim and check out the active reefs in clear water with white sand. After grabbing lunch, you'll sail over to Vieques Island and walk around Esperanza's coastal town, hitting up the waterfront, local beaches, and restaurants for dinner.
- Meals
- Breakfast, Lunch, Dinner
Included Activities
- Shuttle to Flamenco Beach
Optional Activities
- Kayaking in the Bioluminescent Bay at Mosquito Bay, Vieques (extra expense, must be pre-booked; Moderate activity level; 2 hours duration)
Landmarks/POIs Flamenco Beach Mosquito Bay - Day 3
St. John
Head to St. John's and spend time in Cruz Bay, the island's main hub with shops, restaurants, and Caribbean-style buildings. You get to choose between a guided tour that visits 18th-century Annaberg sugar mill ruins, or if you prefer something more active, a national park hike followed by swimming at a quiet beach.
- Meals
- Breakfast, Lunch, Dinner
Included Activities
- St. John Island tour with Annaberg Plantation Ruins (open-air safari transportation, 18th-century sugar mill ruins visit, Easy activity level, 3 hours duration)
- National Park Hike and Swimming (guided hike through Virgin Islands National Park along Lind Point Trail to North Shore, crystal-clear turquoise waters swimming, Strenuous activity level, 3 hours duration)
Landmarks/POIs Annaberg Plantation Ruins Virgin Islands National Park Lind Point Trail - Day 4
Jost Van Dyke
Visit Jost Van Dyke, one of the smaller main British Virgin Islands known for its laid-back vibe. You'll relax on White Bay Beach with its rocky shoreline and local character. The beach has lounge chairs and umbrellas set up, so you can settle in for the day with Caribbean views.
- Meals
- Breakfast, Lunch (BBQ lunch on fully equipped beach with live band), Dinner
Included Activities
- BBQ lunch on fully equipped beach with live band
Landmarks/POIs White Bay Beach - Day 5
Philipsburg, Saint Martin
Explore Philipsburg, a busy port town where Dutch and Caribbean cultures mix together. Walk through streets lined with colonial architecture and check out the local market to sample food and browse island arts. There are also some nice beaches nearby if you want to swim before heading back.
- Meals
- Breakfast, Lunch, Dinner
Optional Activities
- Island tour of Saint Martin / Sint Maarten (extra expense; comprehensive exploration of Dutch and French sides including up to ten historical sites such as Border Monument, Philipsburg waterfront, Marigot capital with market and Fort Louis; Easy activity level; 3 hours duration)
Landmarks/POIs Border Monument Fort Louis - Day 6
Gustavia, Saint Barthélemy
Dock at Gustavia on Saint-Barth, a French island with mountains, beaches, and historic wooden houses everywhere. Spend your time browsing jewelry and high-end fashion shops, or head to one of the gourmet restaurants. The town has a different feel from the other islands you've visited this week.
- Meals
- Breakfast, Lunch, Dinner (Welcome and Farewell Reception & Dinner)
Optional Activities
- Driving tour around the island (extra expense; non-narrated private van tour of stunning landscapes, villages, and beaches including Colombier Viewpoint, Flamands Beach, and St. Jean Bay with views of Eden Rock hotel and short-runway airport; Easy activity level; 2 hours 15 minutes duration)
- Colombier Bay and Snorkelling (extra expense; snorkelling in crystal-clear waters with colorful fish and coral formations at Colombier Bay and Gros Ilets; Moderate activity level; 2 hours duration)
- Catamaran Escape (extra expense; sail along St. Barth's coastline viewing mega yachts, relax and swim at Colombier Bay for approximately one hour, explore Gustavia town; Moderate activity level; 3 hours duration)
Landmarks/POIs Colombier Viewpoint Flamands Beach St. Jean Bay Eden Rock Colombier Bay Gros Ilets - Day 7
Montserrat
Get to know Montserrat, an island with a unique story shaped by volcanic activity since 1995. You can learn about the island's history, including its connection to George Martin's famous Air Studios recording studio, and see how recent natural events changed the landscape.
- Meals
- Breakfast, Lunch, Dinner
Optional Activities
- Volcano Views, Plymouth & Montserrat Volcano Observatory (extra expense; experience Soufrière Hills Volcano from Plymouth port, visit Montserrat Volcano Observatory for insights into life on an active volcano island, walk through Buried City of Plymouth frozen in time beneath volcanic ash showing devastating eruption impact with historical photographs for contrast; Moderate activity level; 3 hours duration)
Landmarks/POIs Soufrière Hills Volcano Montserrat Volcano Observatory Plymouth - Day 8
St. John's
Your yacht cruise wraps up in St. John's. You'll say goodbye to the crew and other passengers, then head to the airport for your flight home. It's a bittersweet ending after a week exploring the Caribbean islands by sea.
- Meals
- Breakfast









