Where?
When?
2

Where to?

Traveling when?

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

Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
$21,181
NZ $7,644 per person

Caribbean Yachting Hideaways 2026 - 8 Days (from San Juan to St John's)

8 days
From San Juan to St John's
4.3
28 traveler reviews
From
$21,181
-64%
NZ $7,644 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

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

    San Juan

    Your yacht cruise gets underway in San Juan with a transfer to your Emerald Cruises luxury yacht. The ship docks at 11:00 PM, giving you time to settle into your cabin, meet the crew, and get oriented with the ship's layout and amenities before heading to bed.

    Meals
    Dinner (Welcome Reception & Dinner)
  2. Day 2

    Culebra to Vieques

    The day starts with a shuttle ride to Flamenco Beach, where you'll have time to swim in the clear water and walk along the white sand. The coral reefs nearby are great for snorkeling if you bring gear or rent it there. After grabbing lunch at one of the beach spots, you'll head out on a boat to Vieques Island. Once you arrive in Esperanza, you can walk around the waterfront area, check out the local restaurants, and get a feel for the town's culture. Later in the evening, there's an option to kayak out to Mosquito Bay to see the bioluminescent water, which happens when tiny organisms light up as you paddle through.

    Meals
    Lunch, Dinner

    Included Activities

    • Shuttle to Flamenco Beach
    • Sail to Vieques Island

    Optional Activities

    • Kayaking in the Bioluminescent Bay at Mosquito Bay (extra expense, must be pre-booked, 2 hours, moderate activity level)
    • Walk along Esperanza boulevard and visit local restaurants, bars, and guesthouses
    Landmarks/POIs
    Flamenco Beach
    Mosquito Bay
    Esperanza
  3. Day 3

    St. John - Jost Van Dyke

    Dock at Cruz Bay on St. John, the economic center of the island with its ferry terminal, restaurants, and shops grouped around Mongoose Junction's Caribbean architecture. You can either take the included island tour to see Annaberg Plantation Ruins or opt for the EmeraldACTIVE option featuring a national park hike and swimming. Come evening, the yacht sails toward Jost Van Dyke.

    Meals
    Breakfast, Lunch, Dinner

    Included Activities

    • St. John Island tour with Annaberg Plantation Ruins (Easy activity level, 3 hours duration)

    Optional Activities

    • National Park Hike and Swimming through Virgin Islands National Park along Lind Point Trail with guided nature hike and beach swimming (Strenuous activity level, 3 hours duration)
    Landmarks/POIs
    Annaberg Plantation Ruins
    Virgin Islands National Park
    Lind Point Trail
    Mongoose Junction
  4. Day 4

    Norman Island

    Norman Island, nicknamed 'Treasure Island' for its pirate history, offers beautiful beaches and clear water for snorkeling. Hiking trails and sea caves are available to explore on your own. The day includes an EmeraldPLUS BBQ lunch right on the beach with a live band playing, served from a fully equipped beach setup.

    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
    Norman Island
  5. Day 5

    Philipsburg, Sint Maarten

    Arrive in Philipsburg, a busy port town where Dutch and Caribbean cultures blend together. Colonial architecture lines the streets, and you'll find local markets selling everything from food to crafts. Walk through the lively atmosphere, browse shops, and take in the mix of historic sites and modern Caribbean energy this destination offers.

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Island tour of Saint Martin / Sint Maarten covering both Dutch and French sides, including up to ten historical sites such as the Border Monument, Philipsburg waterfront, Marigot, and Fort Louis (extra expense; Easy activity level, 3 hours duration)
    Landmarks/POIs
    Philipsburg
    Marigot
    Fort Louis
    Border Monument
  6. Day 6

    Saint Barths (Gustavia)

    Saint Barths shows off its French character with mountainous terrain, clean beaches, and historic wooden houses alongside luxurious colonial estates. Gustavia's streets feature high-end shops, jewelry stores, and restaurants worth checking out. Spend time on the beaches or walking the town to soak in the upscale island atmosphere.

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Driving tour around Saint Barths in a private van, including Colombier Viewpoint, Flamands Beach, and St. Jean Bay with Eden Rock hotel and airport views (extra expense; Easy activity level, 2 hours 15 minutes duration)
    • Colombier Bay and Snorkelling adventure exploring crystal-clear waters with colourful fish and coral formations, plus additional snorkelling at Gros Ilets (extra expense; Moderate activity level, 2 hours duration)
    • Catamaran Escape along St. Barths coastline to Colombier Bay with approximately one hour to lounge on deck, swim, or relax (extra expense; Moderate activity level, 3 hours duration)
    Landmarks/POIs
    Gustavia
    Colombier Viewpoint
    Flamands Beach
    St. Jean Bay
    Eden Rock hotel
    Colombier Bay
    Gros Ilets
  7. Day 7

    Montserrat

    Montserrat offers something different from typical Caribbean islands. Beginning in 1995, volcanic eruptions transformed the landscape, burying the former capital Plymouth under ash and debris. The island carries the nickname 'Pompeii of the Caribbean' because of these recent volcanic events, making it a unique and historically significant stop.

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Volcano Views, Plymouth & Montserrat Volcano Observatory tour exploring the Soufrière Hills Volcano, including the Montserrat Volcano Observatory for insights into life on an active volcano island, and the Buried City of Plymouth frozen in volcanic ash with historical context (extra expense; Moderate activity level, 3 hours duration)
    Landmarks/POIs
    Soufrière Hills Volcano
    Montserrat Volcano Observatory
    Plymouth
  8. Day 8

    St. John's

    Your yacht cruise ends in St. John's as you say goodbye to the crew and fellow passengers. After disembarking, you'll be transferred to the airport for your return flight home, ending your Caribbean sailing adventure.

    Meals
    Breakfast, Dinner (Farewell Reception & Dinner)

    Optional Activities

    • DiscoverMORE tour (availability on disembarkation day must be verified with the Shore Excursion Manager onboard)
Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • 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

568

Age Range

12 to 90 years old

Response time

within 2 days

Response rate

92%

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

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

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

Dates & Availability

Select departure month and travellers

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends on 19 Nov, 2025
  • -64%
    From Saturday
    17 Jan, 2026
    To Saturday
    24 Jan, 2026
    From:
    $21,181
    NZ $7,644 per person
    Multiple Room Types
  • -64%
    From Saturday
    28 Feb, 2026
    To Saturday
    7 Mar, 2026
    From:
    $21,181
    NZ $7,644 per person
    Multiple Room Types
Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

Why book with TourRadar?

    • Trusted and vetted operators
    • Rated excellent on
    • Best price guarantee
    • 24/7 customer support
    • Earn $100 in travel credits
    • Free eSim with every purchase

    To protect your payment and ensure your booking will be processed in Australia, never transfer or communicate outside of the TourRadar website or app.

More benefits
Can’t find the answer to your question?
Reach out to the experts at Emerald Cruises with your enquiry, they usually respond within 2 days.
From
$21,181
-64%
NZ $7,644 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 331335

  • Currencies
    $
    East Caribbean Dollar
    Antigua and Barbuda
    Euro
    Guadeloupe and St Martin
    $
    US Dollar
    Puerto Rico and Virgin Island, British
  • Plugs & Adapters

    As a traveler from New Zealand you will need an adaptor for types A, B, C, E, F, D, M.

    Type A
    Antigua and Barbuda, Virgin Island, British and St Martin
    Type B
    Antigua and Barbuda, Virgin Island, British and St Martin
    Type C
    Guadeloupe
    Type E
    Guadeloupe
    Type F
    Guadeloupe
    Type D
    Guadeloupe
    Type M
    Guadeloupe
  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Antigua and Barbuda, Guadeloupe, Puerto Rico and Virgin Island, British. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Antigua and Barbuda, Guadeloupe, Puerto Rico 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. Yellow fever - Certificate of vaccination required if arriving from an area with a risk of yellow fever transmission for Guadeloupe. 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 19th, 2026 a full payment is necessary. For tours departing after February 19th, 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