From

$6,845

US $5,236 per person

Caribbean Yachting Hideaways

8 days

•

From San Juan to St John's

4.1 (39 reviews)

View all

From

$6,845

24% off

US $5,236 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

1 Adult2 Adults, 1 Child2 Children

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+

Image of a map showing the route of the tour

Itinerary

Intro
Introduction
Day 1
San Juan
San Juan
Landmarks
San Juan
Day 2
Vieques Island
Vieques Island
Meals
Breakfast, Lunch, Dinner
Optional Activities
- Stroll along Esperanza boulevard and visit restaurants, bars, and guesthouses
- Relax at Sun Bay, the main urban beach in Esperanza
Landmarks
Esperanza
Sun Bay Beach
Day 3
St. John to Jost Van Dyke
St. John to Jost Van Dyke
Meals
Breakfast, Lunch, Dinner
Optional Activities
- Explore Cruz Bay and visit restaurants and shops
- Leisurely stroll through Mongoose Junction to admire Caribbean architecture
Landmarks
Cruz Bay
Mongoose Junction
Day 4
Jost Van Dyke
Jost Van Dyke
Meals
Breakfast, Lunch, Dinner
Optional Activities
- Discover White Bay Beach and enjoy the local culture
- Relax and soak up Caribbean views at White Bay Beach
Landmarks
White Bay Beach
Day 5
Philipsburg to Gustavia
Philipsburg to Gustavia
Meals
Breakfast, Lunch, Dinner
Optional Activities
- Explore historic sites in Philipsburg
- Visit the lively street market to sample local cuisine and purchase arts and crafts
- Enjoy the beaches in Philipsburg
Landmarks
Philipsburg
Day 6
Gustavia
Gustavia
Meals
Breakfast, Lunch, Dinner
Optional Activities
- Enjoy the idyllic beaches of Saint Barthélemy
- Sample French-Creole cuisine
- Explore the charming architecture and colorful old wooden houses of Gustavia
Landmarks
Gustavia
Day 7
Little Bay to St. John's
Little Bay to St. John's
Meals
Breakfast, Lunch, Dinner
Optional Activities
- Explore Little Bay and learn about Montserrat's unique history and volcanic landscape
Landmarks
Little Bay
Montserrat
Day 8
St. John's
St. John's
Meals
Breakfast
Landmarks
St. John's

Landmarks
San Juan

Landmarks
Esperanza
Sun Bay Beach

Landmarks
Cruz Bay
Mongoose Junction

Landmarks
White Bay Beach

Landmarks
Philipsburg

Landmarks
Gustavia

Landmarks
Little Bay
Montserrat

Landmarks
St. John's

TourRadar earns higher commission on featured adventures here.

What's Included

Expand All

Accommodation
Guide
Meals
Additional Services
Transport

Operated by

Emerald Cruises

Gold Operator

Rating: 4.1 (39 reviews)
Response time: 12 hours
Response rate: 76%
Cancellation policy: Learn more

Traveler Reviews

Tour Operator
4.1

Nicholas1.0•February 2026
Ship OK, but not great with Land Logistics Raised it when I got home and they are not interested
Traveled in January 2026

Dates & Prices

Select departure month

1 Adult2 Adults, 1 Child2 Children

Upcoming departures

Hurry, deals only available for a limited time!

Ends in1d1h32m14s

24% off
From Saturday
20 Nov, 2027
To Saturday
27 Nov, 2027
English
From:
$6,845
US$5,236 per person
Sign up to unlock savings
Price based on Private Double Room
24% off
From Saturday
4 Dec, 2027
To Saturday
11 Dec, 2027
English
From:
$6,845
US$5,236 per person
Sign up to unlock savings
Price based on Private Double Room
23% off
From Saturday
8 Jan, 2028
To Saturday
15 Jan, 2028
English
From:
$7,195
US$5,551 per person
Sign up to unlock savings
Price based on Private Double Room
23% off
From Saturday
22 Jan, 2028
To Saturday
29 Jan, 2028
English
From:
$7,195
US$5,551 per person
Sign up to unlock savings
Price based on Private Double Room
23% off
From Saturday
1 Apr, 2028
To Saturday
8 Apr, 2028
English
From:
$7,045
US$5,416 per person
Sign up to unlock savings
Price based on Private Double Room
22% off
From Friday
24 Nov, 2028
To Friday
1 Dec, 2028
English
From:
$7,295
US$5,654 per person
Sign up to unlock savings
Multiple Room Types
22% off
From Friday
8 Dec, 2028
To Friday
15 Dec, 2028
English
From:
$7,295
US$5,654 per person
Sign up to unlock savings
Multiple Room Types
22% off
From Friday
22 Dec, 2028
To Friday
29 Dec, 2028
English
From:
$7,295
US$5,654 per person
Sign up to unlock savings
Multiple Room Types
22% off
From Friday
5 Jan, 2029
To Friday
12 Jan, 2029
English
From:
$7,595
US$5,924 per person
Sign up to unlock savings
Multiple Room Types
22% off
From Saturday
10 Mar, 2029
To Saturday
17 Mar, 2029
English
From:
$7,595
US$5,924 per person
Sign up to unlock savings
Multiple Room Types

Why book with TourRadar?

Trusted and vetted operators
Rated excellent on
Best price guarantee

24/7 customer support
Unlock exclusive TourRadar+ member savings

To protect your payment and ensure your booking will be processed in United States, 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 12 hours.

Trip essentials

Good to know

Tour ID: 315978

The practical details for your trip across Puerto Rico, Virgin Island, British, Guadeloupe and Antigua and Barbuda: 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, Euro in Guadeloupe, US Dollar in Puerto Rico and Virgin Island, British.
Plug types A, B, C, E, F, D, M
You’ll need an adapter for these sockets in Puerto Rico, Virgin Island, British, Guadeloupe and Antigua and Barbuda.

Currencies
$
East Caribbean Dollar
Antigua and Barbuda
€
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 C, E, F, D, M. As a traveler from England, Australia, New Zealand you will need an adaptor for types A, B, C, E, F, D, M. As a traveler from South Africa you will need an adaptor for types A, B, C, E, F.
- Type A
  Only used in Antigua and Barbuda, Puerto Rico and Virgin Island, British
- Type B
  Only used in Antigua and Barbuda, Puerto Rico and Virgin Island, British
- Type C
  Only used in Guadeloupe
- Type E
  Only used in Guadeloupe
- Type F
  Only used in Guadeloupe
- Type D
  Only used in Guadeloupe
- Type M
  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
Find a lower price
Spot the same tour cheaper on another site or agency.
Send us the quote
Contact us before you book.
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
Bookings already confirmed on TourRadar
Every new booking also counts toward your , which unlocks extra savings.
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
Sailing in Turkey
Maasai Mara Safari
Africa Tours
Cornwall Tours
Serengeti Safari
South Africa Safari
Switzerland Tours

From

$6,845

24% off

US $5,236 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

1 Adult2 Adults, 1 Child2 Children

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

Best price guarantee Learn More

Plan your adventure:

Caribbean Yachting Hideaways

Itinerary

Optional Activities

Optional Activities

Optional Activities

Optional Activities

Optional Activities

Optional Activities

Want to read it later?

Explore our featured adventures

What's Included

Traveler Reviews

Dates & Prices

Want to read it later?

Why book with TourRadar?

3 local currencies

Plug types A, B, C, E, F, D, M

Currencies

Plugs & adapters

Visa

Payment information

Accepted for Emerald Cruises tours

Cancellation Policy

Insurance

Best price guarantee

How it works

Your quote needs

What doesn’t count

Accessibility

People also viewed

Earn while you share

Keep Exploring Latin America

Like this Moment?