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2026

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2027

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Jul
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2028

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Feb
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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $14,440 per person

Discover the Yachting Islands of the Caribbean 2028-2029

15 days
Start and end in San Juan
4.1
36 traveler reviews
From
US $14,440 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

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

2028

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
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Plan your adventure:
City & Culture
Immerse yourself in rich history and local traditions
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

    Meals
    Dinner (Welcome Reception & Dinner)
    Landmarks
    San Juan
    Itinerary Image 1
  2. Day 2

    Vieques Island

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Stroll along the Esperanza boulevard
    • Visit local restaurants, bars, and guesthouses
    • Relax at Sun Bay beach
    Landmarks
    Esperanza
    Sun Bay
  3. Day 3

    St. John to Jost Van Dyke

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Cruz Bay
    • Visit Mongoose Junction
    • Browse local shops and restaurants
    Landmarks
    Cruz Bay
    Mongoose Junction
  4. Day 4

    Jost Van Dyke

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Discover White Bay Beach
    • Relax on the beach
    Landmarks
    Jost Van Dyke
    White Bay Beach
  5. Day 5

    Philipsburg to Gustavia

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Philipsburg
    • Visit historic sites
    • Browse the street market
    • Sample local cuisine
    Landmarks
    Philipsburg
  6. Day 6

    Gustavia

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Gustavia downtown
    • Visit historic wooden houses
    • Enjoy French-Creole cuisine
    • Relax on the beaches
    Landmarks
    Gustavia
  7. Day 7

    Little Bay - St. John's

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Little Bay, Montserrat
    • Learn about the island's volcanic history
    Landmarks
    Little Bay
  8. Day 8

    St. John's

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore St. John's
    • Visit colonial-era sites
    • Sample local cuisine
    Landmarks
    St. John's
  9. Day 9

    Basseterre

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Basseterre
    • Visit colonial buildings
    • Browse the harbourfront
    Landmarks
    Basseterre
  10. Day 10

    Îles des Saintes

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore the villages
    • Visit Fort Napoleon
    • Relax on white sand beaches
    Landmarks
    Îles des Saintes
    Fort Napoleon
  11. Day 11

    Deshaies

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore the fishing village
    • Visit local markets
    • Sample French-Caribbean cuisine
    • Relax on the beaches
    Landmarks
    Deshaies
  12. Day 12

    Gustavia

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Browse historic downtown shopping
    • Photograph old wooden houses
    • Enjoy gourmet dining
    Landmarks
    Gustavia
  13. Day 13

    Virgin Gorda

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit The Baths
    • Explore pools and grottoes
    • Relax on the beaches
    Landmarks
    Virgin Gorda
    The Baths
  14. Day 14

    Norman Island

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore beautiful beaches
    • Hike the trails
    • Explore caves
    • Discover pirate history
    Landmarks
    Norman Island
  15. Day 15

    San Juan

    Meals
    Breakfast, Dinner (Farewell Reception & Dinner)
    Landmarks
    San Juan

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What's Included

Expand All
  • Guide
  • Meals
  • Additional Services
  • Transport

Operated by

Emerald Cruises

Gold Operator
Response time
within 1 day
Response rate
80%
Cancellation policy

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Dates & Availability

Select departure month and travellers

Select Date

Select departure month

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

2028

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 1 Jul, 2026
  • From Saturday
    20 Nov, 2027
    To Saturday
    4 Dec, 2027
    English
    Filling Fast
    From:
    US $13,590 per person
    2027-2028 Version
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  • From Saturday
    27 Nov, 2027
    To Saturday
    11 Dec, 2027
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    From:
    US $13,590 per person
    Start St John's, End St John's, 2028|2027|2028-2029 Version
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  • From Saturday
    8 Jan, 2028
    To Saturday
    22 Jan, 2028
    English
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    From:
    US $14,240 per person
    2027-2028 Version
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  • From Saturday
    15 Jan, 2028
    To Saturday
    29 Jan, 2028
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    US $14,240 per person
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  • From Saturday
    22 Jan, 2028
    To Saturday
    5 Feb, 2028
    English
    Filling Fast
    From:
    US $14,240 per person
    2027-2028 Version
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  • From Saturday
    25 Mar, 2028
    To Saturday
    8 Apr, 2028
    English
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    From:
    US $14,090 per person
    Start St John's, End St John's, 2028|2027|2028-2029 Version
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  • From Friday
    24 Nov, 2028
    To Friday
    8 Dec, 2028
    English
    Filling Fast
    From:
    US $14,440 per person
    Multiple Room Types
  • From Friday
    1 Dec, 2028
    To Friday
    15 Dec, 2028
    English
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    From:
    US $14,440 per person
    Start St John's, End St John's, 2028|2027|2028-2029 Version
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  • From Friday
    8 Dec, 2028
    To Friday
    22 Dec, 2028
    English
    Filling Fast
    From:
    US $14,440 per person
    Multiple Room Types
  • From Friday
    15 Dec, 2028
    To Friday
    29 Dec, 2028
    English
    Filling Fast
    From:
    US $14,440 per person
    Start St John's, End St John's, 2028|2027|2028-2029 Version
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Want to read it later?

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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 1 day.
From
US $14,440 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

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

2028

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:

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With TourRadar RISE, you can earn commission when someone books a tour through a link you share — like this one.

Good to Know

Tour ID: 353656

  • Currencies
    $
    East Caribbean Dollar
    Antigua and Barbuda, Saint Kitts and Nevis and Montserrat
    Euro
    Guadeloupe and St Martin
    $
    US Dollar
    Puerto Rico, Virgin Islands, U.S. and Virgin Island, British
  • Plugs & Adapters

    As a traveler from USA, Canada you will need an adaptor for types D, M, G, C, E, F. As a traveler from England you will need an adaptor for types A, B, D, M, C, E, F. As a traveler from Australia, New Zealand you will need an adaptor for types A, B, D, M, G, C, E, F. As a traveler from South Africa you will need an adaptor for types A, B, G, C, E, F.

    Type A
    Antigua and Barbuda, Montserrat, Virgin Islands, U.S., Virgin Island, British and St Martin
    Type B
    Antigua and Barbuda, Montserrat, Virgin Islands, U.S., Virgin Island, British and St Martin
    Type D
    Saint Kitts and Nevis and Guadeloupe
    Type M
    Saint Kitts and Nevis and Guadeloupe
    Type G
    Saint Kitts and Nevis
    Type C
    Guadeloupe
    Type E
    Guadeloupe
    Type F
    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.Virgin Islands, U.S..Virgin Island, British. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Antigua and Barbuda.Guadeloupe.Puerto Rico.Virgin Islands, U.S..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 and 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 September 30th, 2026 a full payment is necessary. For tours departing after September 30th, 2026, a minimum payment of 100% 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

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

2028

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