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2028

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Feb
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1 Adult2 Adults, 1 Child2 Children

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2026

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2028

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Who is travelling?

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From
$14,440
US $11,659 per person

Discover the Yachting Islands of the Caribbean 2028-2029

15 days
•
Start and end in San Juan
4.1 (40 reviews)
  • Traveler in a blue dress admires the whitewashed cliffside village and blue domes of Santorini above the Aegean Sea.
  • Tropical island village and palm-lined beach bordered by vivid turquoise water with small boats.
  • Aerial view of shallow sandbanks and vivid blue lagoon dotted with small boats.
  • Sunny beach resort with straw parasols, clear turquoise sea and small forested island nearby.
  • Drone view of a tiny palm-covered island surrounded by luminous turquoise reef waters.
    View all
  • Caribbean sailing map covering Puerto Rico, the Virgin Islands and surrounding isles.
  • Historic seaside fort and pastel colonial buildings overlook calm turquoise water and a small sandy beach at sunset in San Juan.
    View all
From
$14,440
19% off
US $11,659 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 departure month

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
Reserve now, pay later. We hold your spot for 48 hours. Learn more

Best price guarantee Learn More

Plan your adventure:
Gold Operator
Emerald Cruises
Island Hopping
Hop between sun-soaked shores and hidden islands
Group Tour
Join a group and forge lifelong friendships
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+

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Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    San Juan

    San Juan
    Meals
    Dinner (Welcome Reception & Dinner)
    Landmarks
    San Juan
  3. Day 2

    Vieques Island

    Vieques Island
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

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

    St. John to Jost Van Dyke

    St. John to Jost Van Dyke
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Leisurely stroll through Mongoose Junction
    • Explore restaurants and shops in Cruz Bay
    Landmarks
    Cruz Bay
    Mongoose Junction
  5. Day 4

    Jost Van Dyke

    Jost Van Dyke
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit White Bay Beach
    • Relax on the beach
    Landmarks
    White Bay Beach
  6. Day 5

    Philipsburg to Gustavia

    Philipsburg to Gustavia
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

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

    Gustavia

    Gustavia
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit the beaches
    • Explore the charming old wooden houses
    • Dine on French-Creole cuisine
    Landmarks
    Gustavia
  8. Day 7

    Little Bay to St. John's

    Little Bay to St. John's
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Little Bay, Montserrat
    Landmarks
    Little Bay
  9. Day 8

    St. John's

    St. John's
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore St. John's
    Landmarks
    St. John's
  10. Day 9

    Basseterre

    Basseterre
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Basseterre's colonial architecture
    • Visit the harbour area
    Landmarks
    Basseterre
  11. Day 10

    Îles des Saintes

    Îles des Saintes
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit Fort Napoleon
    • Explore the quaint villages
    • Relax on white sand beaches
    Landmarks
    Fort Napoleon
  12. Day 11

    Deshaies

    Deshaies
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore traditional fishing community
    • Visit lively markets
    • Sample French-Caribbean cuisine
    • Relax on the beaches
    Landmarks
    Deshaies
  13. Day 12

    Gustavia

    Gustavia
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Shop in the historic downtown shopping enclave
    • Photograph old wooden houses
    • Dine on gourmet French-Creole cuisine
    Landmarks
    Gustavia
  14. Day 13

    Virgin Gorda

    Virgin Gorda
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit The Baths
    • Explore the pools and grottoes
    Landmarks
    The Baths
  15. Day 14

    Norman Island

    Norman Island
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore hiking trails
    • Visit caves
    • Enjoy the beaches
    • Swimming and water activities
    Landmarks
    Norman Island
  16. Day 15

    San Juan

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

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

What's Included

Expand All
  • Guide
  • Meals
  • Additional Services
  • Transport

Operated by

Emerald Cruises

Gold Operator
Response time
12 hours
Response rate
80%
Cancellation policy
Learn more

Reviews About This Operator

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Dates & Prices

Select departure month

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 4 Nov, 2026
  • 20% off
    From Saturday
    20 Nov, 2027
    To Saturday
    4 Dec, 2027
    English
    Filling Fast
    From:
    $13,590
    US$10,871 per person
    Price based on Private Double Room
    2027-2028 Version
    View this tour
  • 20% off
    From Saturday
    27 Nov, 2027
    To Saturday
    11 Dec, 2027
    English
    Filling Fast
    From:
    $13,590
    US$10,871 per person
    Price based on Private Double Room
    Start St John's, End St John's, 2027-2028|2028-2029 Version
    View this tour
  • 20% off
    From Saturday
    8 Jan, 2028
    To Saturday
    22 Jan, 2028
    English
    Filling Fast
    From:
    $14,240
    US$11,456 per person
    Price based on Private Double Room
    2027-2028 Version
    View this tour
  • 20% off
    From Saturday
    15 Jan, 2028
    To Saturday
    29 Jan, 2028
    English
    Filling Fast
    From:
    $14,240
    US$11,456 per person
    Price based on Private Double Room
    Start St John's, End St John's, 2027-2028|2028-2029 Version
    View this tour
  • 20% off
    From Saturday
    22 Jan, 2028
    To Saturday
    5 Feb, 2028
    English
    Filling Fast
    From:
    $14,240
    US$11,456 per person
    Price based on Private Double Room
    2027-2028 Version
    View this tour
  • 20% off
    From Saturday
    25 Mar, 2028
    To Saturday
    8 Apr, 2028
    English
    Filling Fast
    From:
    $14,090
    US$11,321 per person
    Price based on Private Double Room
    Start St John's, End St John's, 2027-2028|2028-2029 Version
    View this tour
  • 19% off
    From Friday
    24 Nov, 2028
    To Friday
    8 Dec, 2028
    English
    Filling Fast
    From:
    $14,440
    US$11,659 per person
    Multiple Room Types
  • 19% off
    From Friday
    1 Dec, 2028
    To Friday
    15 Dec, 2028
    English
    Filling Fast
    From:
    $14,440
    US$11,659 per person
    Start St John's, End St John's, 2027-2028|2028-2029 Version
    View this tour
  • 19% off
    From Friday
    8 Dec, 2028
    To Friday
    22 Dec, 2028
    English
    Filling Fast
    From:
    $14,440
    US$11,659 per person
    Multiple Room Types
  • 19% off
    From Friday
    15 Dec, 2028
    To Friday
    29 Dec, 2028
    English
    Filling Fast
    From:
    $14,440
    US$11,659 per person
    Start St John's, End St John's, 2027-2028|2028-2029 Version
    View this tour

Want to read it later?

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

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    • Rated excellent on
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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 12 hours.

Good to know

Tour ID: 353656

The practical details for your trip across Puerto Rico, Virgin Islands, U.S., Virgin Island, British, St Martin, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis and Guadeloupe: money, plugs and flexible ways to pay, all in one place.

Have a question? Chat with a travel expert

  • 3 local currencies

    You’ll encounter East Caribbean Dollar in Antigua and Barbuda, Saint Kitts and Nevis and Montserrat, Euro in Guadeloupe and St Martin, US Dollar in Puerto Rico, Virgin Islands, U.S. and Virgin Island, British.

  • Plug types A, B, D, M, G, C, E, F

    You’ll need an adapter for these sockets in Puerto Rico, Virgin Islands, U.S., Virgin Island, British, St Martin, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis and Guadeloupe.

  • 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

      Only used in Antigua and Barbuda, Montserrat, Puerto Rico, Virgin Islands, U.S., Virgin Island, British and St Martin

    • Type B

      Only used in Antigua and Barbuda, Montserrat, Puerto Rico, Virgin Islands, U.S., Virgin Island, British and St Martin

    • Type D

      Only used in Saint Kitts and Nevis and Guadeloupe

    • Type M

      Only used in Saint Kitts and Nevis and Guadeloupe

    • Type G

      Only used in Saint Kitts and Nevis

    • Type C

      Only used in Guadeloupe

    • Type E

      Only used in Guadeloupe

    • Type F

      Only used in Guadeloupe

  • Visa

    Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.

    This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.

  • Payment information

    Currency
    USD
    Booking fee
    None

    Everything is charged in USD, and TourRadar never adds a booking fee.

    Accepted for Emerald Cruises tours

    • Visa
    • Maestro
    • Mastercard
    • American Express
    • PayPal

    TourRadar does NOT charge you an extra fee for using any of these payment methods.

  • Cancellation Policy

    Cancellation terms may vary per tour. Please check for the full cancellation policy here.

    Checking the cancellation terms for this tour…

    Your money is protected. TourRadar is an authorized agent of Emerald Cruises, and we handle payments so you don’t have to. Payment is securely transferred to the operator based on your departure date.

  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

    Checking which travel protection options are available for you…

  • Best price guarantee

    Found a lower price for the same tour elsewhere? We work directly with every tour operator, so we can match it.

    How it works

    1. Find a lower price

      Spot the same tour cheaper on another site or agency.

    2. Send us the quote

      Contact us before you book.

    3. We match it

      If the quote qualifies, you book with us at that price.

    Your quote needs

    • Same tour and operator
    • Same start and end dates
    • Same number of travelers
    • Same inclusions and destinations
    • Same booking and cancellation terms, in the same currency
    • A link to the site or agency offering it

    What doesn’t count

    • Quotes issued more than 24 hours ago
    • Cash back or loyalty program rebates
    • Itineraries that are similar but not identical
    • Similar tours run by a different operator
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  • 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.

  • People also viewed

From
$14,440
19% off
US $11,659 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 departure month

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
Reserve now, pay later. We hold your spot for 48 hours. Learn more

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.

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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