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Caribbean Yachting Hideaways 2026

8 days
From Saint Thomas Island to St John's
4.3
28 traveler reviews

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Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 30 - 182
Ages 12+
Image of a map showing the route of the tour

Itinerary

  1. 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
  2. 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
  3. 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
  4. 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
  5. 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
  6. 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
  7. 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
  8. 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
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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Operated by

Emerald Cruises

Number of tours

566

Age Range

12 to 90 years old

Response time

within 2 days

Response rate

88%

There’s nothing quite like an Emerald Waterways river cruise. From Europe to...

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Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

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Emerald Cruises Ship

  • Emerald Azzurra
    Emerald Azzurra
    Reaching an impressive 110 metres in length, our spectacular luxury yachts will exceed your ocean cruising expectations An abundance of spac… Read more
    Capacity
    Capacity
    Built
    2022
    Built
    2022
    Guests
    100
    Guests
    100
    Crew
    68
    Crew
    68
    Length
    110 metres / 360.9 feet
    Length
    110 metres / 360.9 feet
    Width
    Width
    Suites
    Suites
    Staterooms
    Staterooms
    Registry
    Registry
    Gross Tonnage
    5300 gt
    Gross Tonnage
    5300 gt
    Electricity
    Electricity
    Beam
    Beam
    Cruising Speed
    22 kn / 41 kph / 25 mph
    Cruising Speed
    22 kn / 41 kph / 25 mph
    Generators
    Generators
    Engines
    Engines
    Draft
    Draft
    Cabin
    50
    Cabin
    50
    Deck
    Deck
    Deck with Cabins
    Deck with Cabins

Reviews About This Operator

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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No departure dates available

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Plan your adventure:

Good to Know

Tour ID: 293365

  • Currencies
    $
    East Caribbean Dollar
    Antigua and Barbuda
    $
    US Dollar
    Puerto Rico, Virgin Islands, U.S. and Virgin Island, British
  • Plugs & Adapters

    As a traveler from New Zealand you will need an adaptor for types A, B.

    Type A
    Antigua and Barbuda, Virgin Islands, U.S. and Virgin Island, British
    Type B
    Antigua and Barbuda, Virgin Islands, U.S. and Virgin Island, British
  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Antigua and Barbuda, Puerto Rico, Virgin Islands, U.S. and Virgin Island, British. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Antigua and Barbuda, Puerto Rico, Virgin Islands, U.S. and Virgin Island, British. Ideally 2 months before travel.
    • Yellow fever - Certificate of vaccination required if arriving from an infected area for Antigua and Barbuda. Ideally 10 days before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before February 8th, 2026 a full payment is necessary. For tours departing after February 8th, 2026, a minimum payment of $1,000 is required to confirm your booking with Emerald Cruises. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • The following cards are accepted for "Emerald Cruises" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec