Seabourn Ovation
Seabourn Ovation
Seabourn Ovation pool deck
The pool deck onboard Seabourn Ovation
Aerial view of O2 Beach Club & Spa
Aerial view of O2 Beach Club & Spa

Seabourn Ovation – Caribbean Cruising from Barbados and St Maarten

10 nights from €5,699 per person Including Flights


Embark on a voyage with the finest resort at sea, the Seabourn Ovation, masterfully designed to perfection.

You’ll begin with a three-nights in Barbados, a recommendation rather than a requirement, to rest and relax prior to your cruise. Then you’ll embark on an exquisite cruise from Barbados to St. Maarten, with the captivating "Classic Caribbean Yacht Harbours" itinerary including stops in St. Lucia, Antigua, the British Virgin Islands, and St Kitts & Nevis. Each destination offers its unique charm and opportunities for unforgettable experiences, ensuring your journey is filled with excitement and beauty at every port of call.

Pricing reflects the 7-night "Classic Caribbean Yacht Harbours" itinerary from Barbados with three nights pre-cruise at one of our recommended resorts. You also have the option to enjoy the "Yachtsmans's Caribbean" itinerary, where you fly to and embark in St Maarten, before cruising off to St Kitts, the British Virgin Islands, Martinique, Bequia and Grenada before arriving in Barbados; or choose a 14-night cruise combining the two!

Pre- and post-cruise stays in both islands can be arranged and we thoroughly recommend O2 Beach Club & Spa in Barbados and Belmond La Samanna in St Maarten for our guests on this cruise. 

Whats included?
  • Flights & taxes
  • Accommodation
  • Transfers
  • Checked baggage
  • CAR licensed & bonded
  • In resort assistance & 24 hour contact centre
Why Book with Tropical Sky?
  • Hassle-free - book direct quickly and easily
  • Choice of airlines and the option to switch
  • A friendly, family run business with a wealth of experience.
  • Great deals on offer for multiple destinations
  • Low deposits
Why Tropical Sky?
Your money is safe We safeguard your money with ATOL protection and have membership to codes of best conduct.
Why Tropical Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond within hours to emails.
Why Tropical Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.

Days 1-3 Bridgetown, Barbados

You’ll start your adventure with a three night stay at O2 Beach Club & Spa, a relaxed, all-inclusive hotel located along the south coast and offering contemporary suites, three pools, delicious food and 1000ft of white sand beach.

Day 4 Bridgetown, Barbados

Today you will board the Seabourn Ovation to begin your wonderful Caribbean cruise. You can choose from the seven-night cruise taking you to St Maarten, or the 14-night cruise that brings you back to Barbados (as priced).

Seabourn Ovation is a fabulous small cruise ship, offering delightful dining, premium drinks, first-class service and ocean view staterooms.

Day 5 Castries, St Lucia

Soak up the incredible beauty this island holds. Choose from a variety of activities (all additional cost), including rum distillery tours, aerial tram adventures and steel pan lessons.

Day 6 Terre-de-Haut, Guadeloupe

You’ll have a whole day to to explore the southern coast of Guadeloupe. Activities include kayaking in Les Saintes Bay and hiking Les Saintes (all additional cost).

Day 7 St Johns, Antigua

You’ll have an enviably long time to explore St Johns’ white sand beaches. Activities include a trip to Nelson’s Dockyard, a private boat tour and snorkelling in the sea (all additional cost).

Day 8 Day at sea

Day 9 Great Harbour, Jost van Dyke, British Virgin Islands

The smallest of the four main British Virgin Islands, you’ll have time to explore Jost van Dyke. Home to pristine white sand beaches, activities here include Norman Island snorkelling, a tour of the island by private car, and exploring The Baths National Park (all additional cost).

Day 10 Carambola Beach, St Kitts & Nevis

Carambola is home to St Kitts’ more luxurious beach clubs and restaurants for you to discover. Or, why not enjoy one of the activities on offer, including a motorcoach tour of the island, a trip on the scenic railway or a motorboat adventure (all additional cost).

Day 11 Philipsburg, St Maarten

You’ll have time to explore St Maarten’s duty-free shopping and sightseeing activities. Port activities here include a motorcoach tour from Philipsburg to the French capital of Marigot (additional cost).

Seven-night cruise itineraries

If you’ve chosen the 7-night cruise from Barbados to St Maarten, you will disembark here and transfer to the airport.

If you’ve chosen the 7-night cruise from St Maarten to Barbados, you will begin your holiday here with a three-night pre-cruise stay at Belmond La Samanna.

Day 12 Sopers Hole, Frenchmans Cay, British Virgin Islands

Once a notorious den for pirates in the past, this welcoming community is home to fantastic restaurants, cafes and bars to explore. Activities include a tour of Tortola with time to relax on the beach, a self-drive 4x4 safari and beach adventure, and snorkelling at Norman Island (all additional cost).

Day 13 Carambola Beach, St Kitts & Nevis

Carambola’s beach clubs and restaurant offering fabulous spots to relax and soak up the amazing views. Why not choose from the activities on offer, including a motorcoach tour of the island, a trip on the scenic railway or a motorboat adventure (all additional cost).

Day 14 Day at sea

Day 15 Fort-de-France, Martinique

The island offers a varied landscape, including luscious rainforest and laidback beaches. Or, why not take advantage of the great shops. Activities include a stroll through Fort-de-France, snorkelling or a rum distillery tour (all additional cost).

Day 16 Port Elizabeth, Bequia

A lovely stop on your cruise, boasting the golden Princess Margaret Beach, and the Belmont Walkway with delicious cafes including the Gingerbread with homemade nutmeg ice cream. Activities here include a pre-paid taxi tour of Bequia, a snorkelling cruise and a safari (all additional cost).

Day 17 St George’s, Grenada

Grenada’s capital is known as one of the prettiest harbours in the Caribbean, and you’ll soon see why. Soak up picturesque views of the multi-colour-roofed bungalows that climb the hillsides, or enjoy an activity like a Grenada island drive and a tour of the rainforest (all additional cost).

Day 18 Bridgetown, Barbados

Today you will disembark and transfer to the airport. Or why not book a few more nights in Barbados.


10-night itinerary Barbados to St Maarten (as priced)

  • Return flights from Barbados
  • Airport transfers to your hotel, from the hotel to Bridgetown cruise terminal, and St Maarten port to the airport
  • 3 nights pre-cruise at O2 Beach Club & Spa on an All Inclusive basis
  • 7-nights onboard Seabourn Ovation on an All Inclusive basis
  • All tips and gratuities onboard

10-night itinerary, St Maarten to Barbados

  • Flights to St Maarten and from Barbados
  • 3 nights pre-cruise at Belmond La Samanna
  • 7-nights onboard Seabourn Ovation on an All Inclusive basis
  • Airport transfers to your hotel, from the hotel to St Maarten cruise terminal, and from Bridgetown port to the airport
  • All tips and gratuities onboard

17-night itinerary, Barbados to Barbados

  • Flights to and from Barbados
  • 3 nights pre-cruise at O2 Beach Club & Spa on an All Inclusive basis
  • 14-nights onboard Seabourn Ovation on an All Inclusive basis
  • All tips and gratuities onboard


Our recommended combination is just a suggestion. Call us for a tailor-made itinerary, we can suggest alternate hotels or alter the number of nights pre or post cruise in each destination.




O2 Beach Club & Spa


This stylish beach club style resort is ideal for trendy jetsetters looking to enjoy the luxurious south coast of Barbados. Enjoy fabulous restaurants, brilliant Caribbean activities, contemporary accommodation and even memory foam loungers at this suave all-inclusive retreat.

Seabourn Ovation

Sail on a ship with a private club vibe, attentive staff, ocean-front suites, and personalised service. Enjoy world-class dining, freedom to dine where and when you want, and a commitment to sustainability aboard Seabourn Ovation, the pinnacle of luxury travel.

Jill Maguire
Book today

Talk to our travel experts for more information and to book or tailor-make your holiday

01 6649970 Call us 9am-7pm Mon-Fri / 9am-5pm Sat-Sun

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