Barbados and Sailing the Windward Isles

14 days
Save this trip to your favorites or other list
Map not provided by operator
Additional images not provided by operator
Video not provided by operator
4.9/5 Excellent
100+ reviews  
Save this trip to your favorites or other list


Private Guided
Spend the day relaxing on the beautiful Enterprise Beach or venture out to explore Oistins. Spend the next seven nights onboard the magnificent Royal Clipper sailing vessel. Cruise from Barbados to Martinique and back taking in the beautiful islands of St Lucia and Dominica en route.
See departure dates


Trip type
Private Guided
Lodging level
Standard - 3 star
Physical level
Trip pace
Balanced schedule


    • Take some time to visit the historical highlights on Barbados, including St Nicholas Abbey, Bathsheba and Holetown.
    • Sample some of the island's best food in Speightstown or Oistins.
    • Embark on a seafaring adventure navigating the Windward Isles onboard the Royal Clipper Sailing vessel.

What's this trip about?

    Spend the day relaxing on the beautiful Enterprise Beach or venture out to explore Oistins. Spend the next seven nights onboard the magnificent Royal Clipper sailing vessel. Cruise from Barbados to Martinique and back taking in the beautiful islands of St Lucia and Dominica en route.

Compare to similar trips


Itinerary focusClassic Highlights
Group sizeIntimate group - 12 max
Age rangeNo age restrictions
Flights and transportN/A
Start CityOistins
End CityBathsheba

Travel Themes

  • Nature & Wildlife
  • Small Ship Cruise


  • Central America
  • Barbados


  • Caribbean


  • Hiking
  • Nature
  • Short Cruise
  • Snorkeling
  • Wildlife viewing

View Similar Trips


Day 1: Oistins

Accommodation options: Little Arches Boutique Hotel & Bougainvillea

On arrival in Barbados you will be met by a local representative and transferred to your nearby accommodation in Oistins. After checking in you will have the evening to relax.

Day 2: Oistins

Accommodation options: Little Arches Boutique Hotel & Bougainvillea

Spend the day relaxing on the beautiful Enterprise Beach or venture out to explore Oistins.

Day 3: Oistins

Accommodation options: Little Arches Boutique Hotel & Bougainvillea

Oistins comes to life on a Friday when the weekly fish fry takes place. Tasty food is accompanied by live music and a street party atmosphere. Not to be missed.

Day 4: On-board ship (Bridgetown)

Accommodation: Royal Clipper

Leave your accommodation in Oistins today and transfer to Bridgetown Marina in time to meet your cruise. Spend the next seven nights onboard the magnificent Royal Clipper sailing vessel. Cruise from Barbados to Martinique and back taking in the beautiful islands of St Lucia and Dominica en route.

Day 5: On-board ship (Rodney Bay)

Accommodation: Royal Clipper

Throughout the morning, the ship continues sailing towards the next port of call, St Lucia’s Rodney Bay. St Lucia is perhaps one of the Caribbean’s most iconic destinations, easily spotted by its verdant interior and plunging seaside mountains – the famous Pitons.

Day 6: On-board ship (Cabrits)

Accommodation: Royal Clipper

Today the Royal Clipper unites with its sister ship, the Star Flyer, sailing together to Cabrits on the north-west tip of Dominica. The large national park is home to lush tropical forest, native wildlife and the resorted British garrison at Fort Shirley where you are afforded panoramic views of Prince Rupert Bay.

Day 7: On-board ship (Falmouth Harbour)

Accommodation: Royal Clipper

Today sailing takes you to Falmouth Harbour in Antigua, playground to the rich and famous and the epicentre of the Caribbean yachting world. This was one of the well-trodden haunts of Admiral Nelson, so much so that one of the docks is named after him.

Day 8: On-board ship (Basseterre)

Accommodation: Royal Clipper

St Kitts was the first successful colony in the British West Indies and make for an interesting day exploring. Shop in colourful Basseterre or tour the old plantation houses or for the adventurous there is a brisk hike available through the rainforest. Later this afternoon, Royal Clipper makes a stop at South Friar’s Bay.

Day 9: On-board ship (Terre De Haut)

Accommodation: Royal Clipper

Early this morning the ship moors off Les Saintes – an entrancing group of islands just off Guadeloupe. Here you can enjoy the superb beaches, snorkelling and water sports on offer.

Day 10: On-board ship (Fort de France)

Accommodation: Royal Clipper

Martinique is the classic French Caribbean island. Wild and mysterious, yet urbane and sophisticated, it is France with a tropical twist, with something for almost everyone. You won't be able to resist the charms of spicy Creole cooking and tempting boutiques in Fort de France.

Day 11: Bathsheba

Accommodation: Atlantis Hotel

Upon disembarking your cruise, you will be met and transferred to Bathsheba on the other side of the island. The rugged Atlantic Coast at Bathsheba makes for a wonderful base from which to explore the island.

Day 12: Bathsheba

Accommodation: Atlantis Hotel

Enjoy your first full day in Bathsheba - today you may wish to take in the renowned Andromeda Botanical gardens or Harrison's Cave.

Day 13: Bathsheba

Venture to the north of the island today and pay a visit to St Nicholas Abbey - the birthplace of rum.

Accommodation: Atlantis Hotel

Day 14: Return home

You'll have most of the day at leisure before being transferred back to the airport in time for your overnight flight home.

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip

Dates & Availability

Price From $4,155
Price per day$297
Last Updated: 4/20/2024

Check Current Availability, prices, specials with Audley Travel.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Audley Travel Reviews & Ratings

4.9/5  Excellent
Write a Review

Other Audley Travel Reviews


Margaret T

Jul 2024

Written on


Excellent, In our first conversation with Audley we discussed what we wanted to see and do, within days we were sent an itinerary which included everything! The holi...


Paula F

Jul 2024

Written on

Zanzibar and Tanzania safari

Zanzibar and Tanzania safari - We were not easy customers when booking and or when we about to travel for family reasons but nothing was too much trouble for Isabell...


Asinate Wata

Jul 2024

Written on

Bula Greetings

Bula Greetings I love your cruise ship to travel in the beautiful paradise island known as Fiji as a classified multi billionaire did a charity in Fiji on an intern...

Write a Review

Travelers also viewed

Tour Operator

Audley Travel

View Profile

Our trips don’t come off the shelf. There’s no set recipe. Each itinerary is tailor-made down to the finest detail, built around your tastes and interests. Quite simply, we listen to what you want and then carefully design an individual trip to match, working to your budget and with an absolute commitment to quality.

We have experts for each and every one of our destinations, with the knowledge that comes from having visited many times or even lived there. Our specialists will design a trip around you, show you the highlights from a different angle, and introduce you to places and experiences that others might miss.

Our flexibility promise

As the world adjusts to travel in times of uncertainty, we want you to be able to look ahead to your next trip knowing you can change your plans if needed. And, with specialists who are experts in their destinations and remain your single point of contact before and while you travel, we promise you can book with us in absolute confidence.

Our flexibility promise

Change your plans free of charge up to 30 days before departure

We’ll move your travel dates or switch the value of your booked trip to another destination at no expense to you up to 30 days before you’re due to depart. You’ll receive a 100% travel credit equivalent to the amount you paid toward your original booking.

Valid for new bookings made on or before October 31, 2020, for travel by Dec. 31, 2021. Travel dates may be moved to departures up to December 31, 2022. Excludes select cruises and airfare. Additional charges may be incurred based on changes to your trip such as accommodation and/or seasonality.

Full-refund guarantee on trips close to home

14-day cancellation policy for trips to the US, Canada or Caribbean

We want to help you navigate the uncertainty that remains around travel by giving you the flexibility to book a trip to any of our destinations in the United States, Canada or the Caribbean this year in complete confidence. With our 14-day cancellation policy, you can cancel your trip up to two weeks before you’re due to depart for any reason and receive a full refund, when you book your trip on or before October 31, 2020 for travel before December 14, 2021**.

Valid on new bookings within the US, Canada or Caribbean made on or before October 31, 2020 for travel by December 14, 2021. Certain policy variations may apply dependent on property selection and dates. Specific details will be provided by your specialist. Any portion of a new booking paid with an existing travel credit will be refunded in the form of a travel credit. Excludes flights and select properties.


Set your travel plans in motion with a video appointment


Talking face to face with your specialist can be an invaluable starting point for sharing thoughts and ideas as you begin to imagine your next trip. You can take as much time as you need to speak to your specialist and discuss all your plans with one of our video appointments. Just think of it as your own personal webinar — your specialist will share a wealth of insight, aided by images, maps and other visuals, to inspire you and provide advice for your trip, based on what you want to experience.

It's easy to arrange

  • Book a video appointment (we’ll ask you for a few details about your travel plans).
  • One of our specialists, who’s an expert in your chosen destination, will get in touch to arrange a time and date to suit you. If your travel companions are in different households, we’ll invite them to join, too, so you can all chat together.
  • Your specialist will send you a link to your video appointment by email. We suggest using a computer or laptop, which means there’s no software to download.
  • Settle down with a drink, click on the link to join the appointment and your specialist will be there to welcome you.

Where you can travel

What they’re known for
Completely customizable and curated trip packages personally designed by destination specialists.


About Travelstride

Find your perfect trip

An epic selection of pre-planned trips on every continent, for every style. Thousands of itineraries from over 1,000 trusted travel companies.

Save time

Use simple search and comparison tools to easily find the best trip. Don't sweat the logistics — travel providers plan for you.

Save money

Book directly with the operator. See inclusive packages for the best values, and get access to amazing deals.

Travel confidently

Read unbiased user reviews, pick the operator that suits your needs, and connect with them directly.


Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Age Requirements
No age restrictions
Additional Information
Trip ID

Become a member

(it's free)
  • Save up to $700 per person
  • Access members-only specials
  • Personalize trip recommendations
Sign up and save
Top Tour Companies on Travelstride:
All 1,600+ companies >