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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $2,545 per person

Sailing through the marvellous Caribbean

15 days
Start and end in Martinique
5.0
3 traveler reviews
From
US $2,545 per person
+ $573 Additional cost for meals and local excursions (per week)

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
Medium Intensity
Travelers should be comfortable with somewhat-demanding activities
Guided in English
Other languages on request: German
Group Size 5 - 10
Ages 20-40
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Martinique

    Optional Activities

    • Shopping for provisions and supplies at the marina
    • Dinner at a charming restaurant with skipper route planning
    Landmarks
    Martinique Marina
    Itinerary Image 1
  2. Day 2

    Martinique to St. Vincent

    Included Activities

    • Sailing instruction from skipper
    • Sailing to St. Vincent
    Landmarks
    St. Vincent Volcano
  3. Day 3

    St. Vincent to Bequia

    Included Activities

    • Island exploration on St. Vincent
    • Swimming in turquoise water
    • Sailing to Bequia
    • Walking tour of Port Elisabeth

    Optional Activities

    • Meal at a small restaurant in Port Elisabeth
    Landmarks
    St. Vincent
    Port Elisabeth
  4. Day 4

    Bequia to Mayreau

    Included Activities

    • Sailing to Mayreau
    • Beach exploration on Mayreau

    Optional Activities

    • Evening at the bar on Mayreau
    Landmarks
    Mayreau
  5. Day 5

    Mayreau to Tobago Cays

    Included Activities

    • Swimming in the morning
    • Sailing to Tobago Cays
    • Snorkelling at Tobago Cays
    Landmarks
    Tobago Cays
    Itinerary Image 1Itinerary Image 2
  6. Day 6

    Tobago Cays to Union Island

    Included Activities

    • Sailing to Clifton harbour
    • Walking to lookout point with bay views

    Optional Activities

    • Dinner at a restaurant in Clifton
    Landmarks
    Clifton Harbour
    Clifton Lookout Point
  7. Day 7

    Union Island to Carriacou

    Included Activities

    • Sailing to Carriacou
    Landmarks
    Carriacou
  8. Day 8

    Carriacou to Petit Tabac

    Included Activities

    • Sailing to Petit Tabac
    • Exploration of Petit Tabac
    Landmarks
    Petit Tabac
  9. Day 9

    Petit Tabac Area

    Optional Activities

    • Return visit to Tobago Cays lagoon
    • Self-cooked dinner with music on the yacht
    Landmarks
    Tobago Cays
  10. Day 10

    Mustique

    Included Activities

    • Sailing to Mustique

    Optional Activities

    • Dinner at a restaurant with bay views
    • Evening drinks at local bars
    Landmarks
    Mustique
    Itinerary Image 1
  11. Day 11

    Bequia

    Included Activities

    • Sailing to Bequia
    • Whaling Museum visit
    • Old Hegg Turtle Sanctuary visit
    Landmarks
    Whaling Museum
    Old Hegg Turtle Sanctuary
  12. Day 12

    St. Vincent

    Included Activities

    • Sailing to St. Vincent

    Optional Activities

    • Botanical Gardens visit in Kingstown
    • Old lookout point hike for island views
    • Vermont Nature Trail rainforest trek with birdwatching
    • Evening at local bars or restaurants
    Landmarks
    Botanical Gardens
    Kingstown
    Vermont Nature Trail
  13. Day 13

    St. Lucia

    Included Activities

    • Sailing to St. Lucia

    Optional Activities

    • Dancing and nightlife on St. Lucia
    Landmarks
    St. Lucia
  14. Day 14

    St. Lucia to Martinique

    Included Activities

    • Morning swimming and snorkelling
    • Sailing to Martinique
    • Final sailing experience

    Optional Activities

    • Final dinner together
  15. Day 15

    Departure

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What's Included

Expand All
  • Accommodation
  • Guide
  • Transport
  • Optional Extras

What's Not Included

  • Flights
  • Insurance
  • Meals
  • Additional Services

Operated by

sailwithus

4.8
(12 reviews)

Number of tours

14

Age Range

20 to 40 years old

Response time

within 2 days

Response rate

57%

Unser branchen-erfahrenes Team engagiert sich leidenschaftlich in unserem...

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Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Traveler Moments

Traveler Reviews

5.0
Overall rating based on 3 Reviews
  • Itinerary
    4.7
  • Transport
    4.3
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    4.0
  • 4.8

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Highest First
Lowest First
  • Sailing through the marvellous Caribbean reviewer 1
    March 23rd, 2025
    5
    Really nice adventure trip. Thanks Carl for the two weeks.
    Traveled in March 2025
  • A
    November 18th, 2024
    5
    Automatic translation available in English. View in English
    Everything went very smoothly. Questions were answered quickly in advance. The sailing trip was fantastically...
    Show more
    Traveled in November 2024
  • J
    April 17th, 2024
    5
    I loved this tour. It’s not a luxury cruise, you live aboard the boat and cook together. It’s managed by a German...
    Show more
    Traveled in March 2024

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
    21 Mar, 2026
    To Saturday
    4 Apr, 2026
    English, German
    From:
    US $2,545 per person
    Multiple Room Types
    Additional cost for meals and local excursions (per week)
    $573
Want to read it later?

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

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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • M

    Michelle

    Asked on September 13th, 2025

    Are ages 50, 15, and 12 allowed on this tour?

    Age Range
    Tour Details
    • sailwithusOperatorWritten September 2025

      The sailing trip starts on March 28th and the main board language is German.

  • P

    Patricia

    Asked on July 10th, 2025

    During the tour, do we get some time to explore the locations visited? If yes, how many hrs per location.

    Tour Details
    • sailwithusOperatorWritten July 2025

      Yes — during the tour, you'll definitely have free time to explore each location we visit! The exact amount of time depends on the day's itinerary, but in general, you can expect 1.5 to 3 hours of free time per stop.

  • J

    Jordan

    Asked on May 6th, 2025

    how do i get a visa for all those places mentioned

    Visa
    • sailwithusOperatorWritten May 2025

      you only need your Passport and a visa for Europe if needed. What is your nationality?

  • K

    Kathryn

    Asked on November 21st, 2024

    Would it be possible to join this trip 1-2 days after it has departed? I could arrange a private crossing to your destination to meet the boat?

    Tour Details
    Transport
    • sailwithusOperatorWritten November 2024

      unfortunately we can only offer you the trip starting on 28th of December. Is that an option for you too?

    • K

      Kathryn

      TravelerWritten November 2024

      unfortunately the 28th doesn't work for me. I would've loved to join your trip leaving 14th but I would only be able to make 16th.

    • K

      Kathryn

      TravelerWritten November 2024

      Just to confirm, if I was willing to pay for a private transfer to meet the boat 2 days after your departure (16th December) would that not be possible? I would of course still pay full price for the trip and will be a hard working crew member

    • sailwithusOperatorWritten November 2024

      unfortunately it is not possible to join a boat starting from 14th of december, even if you would get a private transfer or something else, sorry! Only the start of 28th would be possible in december

    • K
      K
      3 more answers
  • J

    Jorge

    Asked on November 13th, 2024

    Could you elaborate on the set up? - Itinerary - time spent at sea/land - number of people on board (and age group) - Comfort level (i'm fine but my girlfiend likes a little more comfort!) - Activities

    Age Range
    Group size
    Tour Details
    • sailwithusOperatorWritten November 2024

      ? Our services: 14 nights stay on a sailing yacht Including German-speaking skipper Fully equipped kitchen with gas for stove and oven One towel per person Bed linen Dinghy (dinghy) with outboard motor Navigation equipment Final cleaning of the yacht Insurance certificate for your sailing trip Insolvency insurance with R+V SUP (optional)

    • J

      Jorge

      TravelerWritten November 2024

      Fabulous!! Any pictures that you can share of the boat? How many others on board? Any idea what the age groups are?

    • J

      Jorge

      TravelerWritten November 2024

      Can you just give me the details that I should look out for online? Any lead on the age groups of guests involved? we are 32-38 age group so woould love a similar age group!

    • J
      J
      2 more answers
  • N

    Naomi

    Asked on October 31st, 2024

    What size of boat, how many people, and do rooms have private bathrooms?

    Accommodation
    Group size
    • sailwithusOperatorWritten November 2024

      It is a 4-cabin yacht with space for 8 people. There is no private bathroom, there are several toilets on board that are used by everyone. This is also necessary because not all toilets can be used when a sailing yacht is tilted.

  • A

    Andrew

    Asked on July 15th, 2024

    Can airport be booked for a surcharge? Is this date a definite departure? Do you have any pictures of the sailing boat?

    Flights / Transfers
    Tour Details
    • sailwithusOperatorWritten July 2024

      Unfortunately we can't guarantee that this trip can take place, because we didn't reached the minimum of attendants. The transfer to the marina is normally not included but we can arrange a text against a surcharge.

  • A

    Ashley

    Asked on January 18th, 2024

    Is this a guaranteed departure?

    Tour Details
    • sailwithusOperatorWritten January 2024

      We currently have 3 bookings for this trip, so incl. Jessie's booking, I feel confident that departure will be guaranteed.

    • A

      Ashley

      TravelerWritten January 2024

      I don't speak German, is it still ok to join the tour?

    • sailwithusOperatorWritten January 2024

      yes we can add that information to the booking and make sure that the skipper is informed, so the communication on board will be mainly in English.

    • A
      2 more answers
  • E

    Emily

    Asked on November 15th, 2022

    do you please offer any similar tours that are English speaking?

    Operator
    Tour Details
    • sailwithusOperatorWritten November 2022

      We mostly have German speaking travelers and skipper on our trips but we used to have English speaking travelers and most of our skipper are speaking English very well. We would be happy to organize a sailing trip for you.

Can’t find the answer to your question?
Reach out to the experts at sailwithus with your enquiry, they usually respond within 2 days.
From
US $2,545 per person
+ $573 Additional cost for meals and local excursions (per week)

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:

Good to Know

Tour ID: 215295

  • Currencies
    $
    East Caribbean Dollar
    Grenada, Saint Lucia and Saint Vincent and the Grenadines
    Euro
    Martinique
  • Plugs & Adapters

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

    Type G
    Grenada, Saint Lucia and Saint Vincent and the Grenadines
    Type A
    Saint Vincent and the Grenadines
    Type B
    Saint Vincent and the Grenadines
    Type C
    Saint Vincent and the Grenadines and Martinique
    Type E
    Saint Vincent and the Grenadines and Martinique
    Type F
    Saint Vincent and the Grenadines and Martinique
    Type I
    Saint Vincent and the Grenadines
    Type K
    Saint Vincent and the Grenadines
    Type D
    Martinique
    Type M
    Martinique
  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Grenada.Saint Lucia.Saint Vincent and the Grenadines.Martinique. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Grenada.Saint Lucia.Saint Vincent and the Grenadines.Martinique. Ideally 2 months before travel.
    • Yellow fever - Certificate of vaccination required if arriving from an area with a risk of yellow fever transmission for Grenada.Saint Lucia.Saint Vincent and the Grenadines.Martinique. 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 May 24th, 2026 a full payment is necessary. For tours departing after May 24th, 2026, a minimum payment of 25% is required to confirm your booking with sailwithus. 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 70 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and sailwithus will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "sailwithus" 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