Leeward & Windward Gems

10 nights - 06 Feb 2026
Caribbean

CRUISE ONLY WAS £2329 pp £2189 PP
FLY CRUISE WAS £3649 pp £3430 PP

Prices based on 2 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £2639 pp £2480 PP
FLY CRUISE WAS £3959 pp £3721 PP

Prices based on 2 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £3489 pp £3279 PP
FLY CRUISE WAS £4809 pp £4520 PP

Prices based on 2 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £4579 pp £4304 PP
FLY CRUISE WAS £5899 pp £5545 PP

Prices based on 2 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

Want to add a hotel stay or change your flights?

Just call our team of cruise specialists to help build your dream cruise holiday today!

CRUISE ONLY WAS £6056 £5692
FLY CRUISE Call

Prices based on 3 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £6862 £6450
FLY CRUISE Call

Prices based on 3 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £9072 £8527
FLY CRUISE Call

Prices based on 3 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £11906 £11191
FLY CRUISE Call

Prices based on 3 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

Want to add a hotel stay or change your flights?

Just call our team of cruise specialists to help build your dream cruise holiday today!

CRUISE ONLY WAS £7454 £7006
FLY CRUISE Call

Prices based on 4 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £8446 £7939
FLY CRUISE Call

Prices based on 4 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £11166 £10496
FLY CRUISE Call

Prices based on 4 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

CRUISE ONLY WAS £14654 £13774
FLY CRUISE Call

Prices based on 4 people sharing. Cruise only price does not include flights. Fly-cruise price may vary by chosen UK airport.


Where solo or family pricing is not available please call for more details.

Image featured for illustrative purposes only

Want to add a hotel stay or change your flights?

Just call our team of cruise specialists to help build your dream cruise holiday today!

(Prices correct as of today’s date, are updated daily, are subject to change and represent genuine availability at time of update).

Cruise only holidays are financially protected by ABTA. Fly cruise holidays are financially protected by Oceania Cruises under ATOL number 10527

Please click here to check the essential travel requirements before booking this cruise.

Itinerary

1

Miami, Florida

Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.

06 February 2026
Miami, Florida
2

At Sea

07 February 2026
3

At Sea

08 February 2026
4

Tortola

The bustling capital of the BVI looks out over Road Harbour. It takes only an hour or so to stroll down Main Street and along the waterfront, checking out the traditional West Indian buildings painted in pastel colors and with corrugated-tin roofs, bright shutters, and delicate fretwork trim. For sightseeing brochures and the latest information on everything from taxi rates to ferry schedules, stop in at the BVI Tourist Board office. Or just choose a seat on one of the benches in Sir Olva Georges Square, on Waterfront Drive, and watch the people come and go from the ferry dock and customs office across the street.

09 February 2026
... Read More
Tortola
5

Basseterre, Saint Kitts

Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brilliant green fields of sugarcane (the former cash crop, now slowly being replanted) run to the shore. The fertile, lush island has some fascinating natural and historical attractions: a rain forest replete with waterfalls, thick vines, and secret trails; a central mountain range dominated by the 3,792-foot Mt. Liamuiga, whose crater has long been dormant; and Brimstone Hill, known in the 18th century as the Gibraltar of the West Indies. St. Kitts and Nevis, along with Anguilla, achieved self-government as an associated state of Great Britain in 1967. In 1983 St. Kitts and Nevis became an independent nation. English with a strong West Indian lilt is spoken here. People are friendly but shy; always ask before you take photographs. Also, be sure to wear wraps or shorts over beach attire when you're in public places.

10 February 2026
... Read More
Basseterre, Saint Kitts
6

Roseau

Although it's one of the smallest capitals in the Caribbean, Roseau has the highest concentration of inhabitants of any town in the eastern Caribbean. Caribbean vernacular architecture and a bustling marketplace transport visitors back in time. Although you can walk the entire town in about an hour, you'll get a much better feel for the place on a leisurely stroll. For some years now, the Society for Historical Architectural Preservation and Enhancement (SHAPE) has organized programs and projects to preserve the city's architectural heritage. Several interesting buildings have already been restored. Lilac House, on Kennedy Avenue, has three types of gingerbread fretwork, latticed verandah railings, and heavy hurricane shutters. The J.W. Edwards Building, at the corner of Old and King George V sreets, has a stone base and a wooden second-floor gallery. The Old Market Plaza is the center of Roseau's historic district, which was laid out by the French on a radial plan rather than a grid, so streets such as Hanover, King George V, and Old radiate from this area. South of the marketplace is the Fort Young Hotel, built as a British fort in the 18th century; the nearby statehouse, public library, and Anglican cathedral are also worth a visit. New developments at the bay front on Dame M.E. Charles Boulevard have brightened up the waterfront.

11 February 2026
... Read More
Roseau
7

Saint John's

With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John’s has been the administrative capital since the island’s colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.

12 February 2026
... Read More
Saint John's
8

Philipsburg

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

13 February 2026
... Read More
Philipsburg
9

At Sea

14 February 2026
10

At Sea

15 February 2026
11

Miami, Florida

Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.

16 February 2026
Miami, Florida

*This holiday is generally suitable for persons with reduced mobility. For customers with reduced mobility or any medical condition that may require special assistance or arrangements to be made, please notify your Cruise Concierge at the time of your enquiry, so that we can provide specific information as to the suitability of the holiday, as well as make suitable arrangements with the Holiday Provider on your behalf.

Map


What's Included with Oceania Cruises

Accommodation
Return flights included (UK airports)
24-hour room service
Unlimited soft drinks, bottled water and selected hot drinks
Butler service in Penthouse Suites and above
Entertainment
WiFi
Shuttle service to and from ports and airport where available
Complimentary in-suite bar in selected suites
1:1.6 staff to guest ratio

Explore Oceania Nautica

Oceania Nautica Cabins & Suites

Check us out on social and join in the conversation

Our Award Winning Service


Best Workplaces in Travel 2024
Best Workplaces in Travel 2024
TTG Luxury Cruise Agency Of The Year
TTG Luxury Cruise Agency Of The Year
Best Use Of Content 2023
Best Use Of Content 2023
Best Specialist Cruise Agent 2023
Best Specialist Cruise Agent 2023
UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
Best Luxury Travel Agent 2022
Best Luxury Travel Agent 2022
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023
Chat Service

Live Chat

Live Chat
Call for Free