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When?
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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
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Oct
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2027

Jan
Feb
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Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $13,590 per person

Discover the Yachting Islands of the Caribbean 2027-2028

15 days
Start and end in San Juan
4.1
36 traveler reviews
From
US $13,590 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:
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

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

    Esperanza

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

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

    Cruz Bay, St. John

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Stroll through Mongoose Junction
    • Explore restaurants and shops in Cruz Bay
    Landmarks
    Cruz Bay
    Mongoose Junction
  4. Day 4

    Jost Van Dyke

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit White Bay Beach
    • Explore local culture and activities
    Landmarks
    Jost Van Dyke
    White Bay Beach
  5. Day 5

    Philipsburg, Sint Maarten

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore historic sites in Philipsburg
    • Browse lively street market
    • Sample local cuisine
    • Visit island beaches
    Landmarks
    Philipsburg
  6. Day 6

    Gustavia, Saint Barthélemy

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Gustavia's historic downtown
    • Photograph old wooden houses
    • Dine at gourmet restaurants
    • Relax on island beaches
    Landmarks
    Gustavia
  7. Day 7

    Montserrat

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Montserrat's volcanic landscape
    • Learn about island history
    Landmarks
    Montserrat
  8. Day 8

    St. John's, Antigua

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore St. John's historic sites
    • Experience local cuisine
    • Discover British colonial architecture
    Landmarks
    St. John's
  9. Day 9

    Basseterre, St. Kitts

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Georgian colonial architecture
    • Visit the bustling harbor area
    • Discover historic sites
    Landmarks
    Basseterre
  10. Day 10

    Îles des Saintes, Guadeloupe

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

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

    Deshaies, Guadeloupe

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore traditional fishing community
    • Browse lively markets
    • Sample French-Caribbean cuisine
    • Visit colorful Creole architecture
    • Relax on beaches
    Landmarks
    Deshaies
  12. Day 12

    Gustavia, Saint Barthélemy

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Shop in historic downtown
    • Photograph old wooden houses
    • Dine at gourmet restaurants
    • Explore local shops
    Landmarks
    Gustavia
  13. Day 13

    Virgin Gorda, British Virgin Islands

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit The Baths
    • Explore pools and grottoes
    • Enjoy island beaches
    Landmarks
    Virgin Gorda
    The Baths
  14. Day 14

    Norman Island

    Meals
    Breakfast, Lunch, Dinner (Farewell Reception & Dinner)

    Optional Activities

    • Explore hiking trails
    • Discover caves
    • Swim in crystal-clear waters
    • Learn about pirate history
    Landmarks
    Norman Island
  15. Day 15

    San Juan

    Meals
    Breakfast
    Landmarks
    San Juan

Want to read it later?

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

Operated by

Emerald Cruises

Gold Operator
Response time
within 2 days
Response rate
80%
Cancellation policy

Reviews About This Operator

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
  • From Saturday
    20 Nov, 2027
    To Saturday
    4 Dec, 2027
    English
    From:
    US $13,590 per person
    Multiple Room Types
  • From Saturday
    27 Nov, 2027
    To Saturday
    11 Dec, 2027
    English
    From:
    US $13,590 per person
    Start St John's, End St John's, 2028|2027 Version
    View this tour
  • From Saturday
    8 Jan, 2028
    To Saturday
    22 Jan, 2028
    English
    From:
    US $14,240 per person
    Multiple Room Types
  • From Saturday
    15 Jan, 2028
    To Saturday
    29 Jan, 2028
    English
    From:
    US $14,240 per person
    Start St John's, End St John's, 2028|2027 Version
    View this tour
  • From Saturday
    22 Jan, 2028
    To Saturday
    5 Feb, 2028
    English
    From:
    US $14,240 per person
    Multiple Room Types
  • From Saturday
    25 Mar, 2028
    To Saturday
    8 Apr, 2028
    English
    From:
    US $14,090 per person
    Start St John's, End St John's, 2028|2027 Version
    View this tour

Want to read it later?

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

Why book with TourRadar?

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    • Best price guarantee
    • 24/7 customer support
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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 2 days.
From
US $13,590 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

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Good to Know

Tour ID: 316143

  • Currencies
    $
    East Caribbean Dollar
    Antigua and Barbuda and Saint Kitts and Nevis
    Euro
    Guadeloupe
    $
    US Dollar
    Puerto Rico 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 and Virgin Island, British
    Type B
    Antigua and Barbuda and Virgin Island, British
    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 Island, British. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Antigua and Barbuda.Guadeloupe.Puerto Rico.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 August 30th, 2026 a full payment is necessary. For tours departing after August 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