Grand Mediterranean & Caribbean Islands Explorer

Grand Mediterranean & Caribbean Islands Explorer

Rome (Civitavecchia) to Bridgetown, Barbados

Oct 17, 2026 to Nov 21, 2026

35 Days

SeaDream I

G12637

Explore the best of Italy, Malta, and Spain before sailing across the Atlantic Ocean on a Transatlantic Crossing into the heart of the Caribbean. On our Grand Yachting Voyage, yacht the Italian coastline to Positano, the cliffside village on southern Italy’s Amalfi Coast. Explore the dramatic natural setting of Amalfi, once the seat of a powerful maritime republic and today known for its terraced gardens and production of limoncello liqueur. Discover Taormina, Sicily, and its Teatro Antico di Taormina, an ancient Greco-Roman theater still in use today, and the ancient walled city of Valletta, Malta, perched between two of the prettiest natural harbors in the Mediterranean. Overnight in Mahon, and take in the rich cultural heritage of Mallorca, Alicante, and Malaga. Discover a new island every day in the Caribbean’s British Virgin Islands and French West Indies, with abundant snorkeling, diving, biking, and hiking opportunities, and an overnight in chic St. Barths. Call on Îles des Saintes, a small archipelago of eight incredible islands off the southern coast of Guadeloupe, and Mayreau, where the azure waters of Salt Whistle Bay meet the aroma of savory lobster.

Date Ports of Call Arrive Depart
Oct 17, 2026 Rome (Civitavecchia),
Italy
2 PM - 4 PM
(Embarkation)
Evening
Oct 18, 2026 Bonifacio, Corsica,
France
Morning Late Evening
Oct 19, 2026 Porto Cervo, Sardinia,
Italy
Morning Evening
Oct 20, 2026 Positano,
Italy
Afternoon Late Evening
Oct 21, 2026 Amalfi,
Italy
Early Morning Evening
Oct 22, 2026 Lipari, Sicily,
Italy
Morning Evening
Oct 23, 2026 Taormina (Etna) Sicily,
Italy
Morning Evening
Oct 24, 2026 Valletta,
Malta
Morning 8 AM - 10 AM
Oct 24, 2026 Valletta,
Malta
2 PM - 4 PM
Evening
Oct 25, 2026 Trapani, Sicily,
Italy
Morning Evening
Oct 26, 2026 Cagliari, Sardinia,
Italy
Afternoon Evening
Oct 27, 2026 Mahon, Menorca, Balearic Islands,
Spain
Evening Overnight
Oct 28, 2026 Mahon, Menorca, Balearic Islands,
Spain
Evening
Oct 29, 2026 Palma de Mallorca, Balearic Islands,
Spain
Morning Afternoon
Oct 30, 2026 Alicante,
Spain
Morning Evening
Oct 31, 2026 Almeria,
Spain
Morning Evening
Nov 01, 2026 Malaga,
Spain
Morning 8 AM - 10 AM
Nov 01, 2026 Malaga,
Spain
2 PM - 4 PM
Evening
Nov 02, 2026 At Sea
Nov 03, 2026 At Sea
Nov 04, 2026 Funchal, Madeira,
Portugal
Morning Afternoon
Nov 05, 2026 At Sea
Nov 06, 2026 At Sea
Nov 07, 2026 At Sea
Nov 08, 2026 At Sea
Nov 09, 2026 At Sea
Nov 10, 2026 At Sea
Nov 11, 2026 At Sea
Nov 12, 2026 At Sea
Nov 13, 2026 At Sea
Nov 14, 2026 Philipsburg,
Sint Maarten, Dutch Caribbean
Morning 8 AM - 10 AM
Nov 14, 2026 Philipsburg,
Sint Maarten, Dutch Caribbean
2 PM - 4 PM
Evening
Nov 15, 2026 Soper's Hole, Tortola,
B. V. I.
Morning Afternoon
Nov 15, 2026 Norman Island,
B. V. I.
Afternoon Late Evening
Nov 16, 2026 Spanish Town, Virgin Gorda,
B. V. I.
Morning Afternoon
Nov 16, 2026 Leverick Bay, Virgin Gorda,
B. V. I.
Afternoon Evening
Nov 17, 2026 Gustavia,
St. Barths, F.W.I.
Morning Overnight
Nov 18, 2026 Gustavia,
St. Barths, F.W.I.
Afternoon
Nov 19, 2026 Terre De Haut, Îles des Saintes,
Guadeloupe, F.W.I.
Morning Afternoon
Nov 20, 2026 Mayreau,
St. Vincent and the Grenadines
Morning Evening
Nov 21, 2026 Bridgetown, Barbados,
Barbados
Morning 8 AM - 10 AM
(Disembarkation)

Ports

  • Rome (Civitavecchia)
    Rome (Civitavecchia)

    Civitavecchia is a major port located in Rome, primarily utilized for maritime transportation of goods, as well as a fishing port. The commune’s name means “ancient town” and is one of the “Motorways of the Sea” in the Mediterranean, functioning as one of the main links between the mainland of Italy and Sardinia. The ancient name of the port was “Centumcellae,” first mentioned in a letter written by Pliny the Younger in 107 A.D., although scholars debate on whether the name was about the number of rooms of the Trajan Villa, or the number of natural creeks on the coast. Civitavecchia is a part of the Lazio Territory, an area which was confirmed to have social groups since pre-historic times, and the modern town was built over a pre-existing settlement of the Etruscan people in 107-108 B.C.E. (who debated to have founded Rome). In the beginning of the 2nd century, the harbor and town of Centumcellae were simultaneously developed by Emperor Trajan in the territory of Aquae Tauri. As the town became more popular for ships traveling westbound, the Thermal Baths were constructed on the hill of Ficoncella. Centumcellae flourished in the Imperial Age, and by 538 A.D., it had become a Byzantine stronghold. In 728 A.D., it became a member of the Papal States. The Saracens raided Centumcellae many times in the 9th century, prompting Pope Leo VII to have a newer and more secure settlement built by 854. The town, then known as Civita Vetula, was under the rule of several lords, and the Popes temporarily lost control during the French Rule in 1798-1815. In 1870 it entered the Kingdom of Italy. Civitavecchia was severely damaged during WWII, destroying many of the ancient monuments including Forte Michelangelo, which would be rebuilt in the 1950’s. Popular points of interest include the Forte Michelangelo, Terme Taurine, and Cattedrale di San Francesco. There is a wealth of Roman and Vatican architecture and tourists are encouraged to visit many of the museums and take the cultural tours available in this important sea port.

  • Bonifacio, Corsica
    Bonifacio, Corsica

    Bonifacio is one of our favorite arrivals! As we approach, the Captain navigates along the limestone cliffs giving guests a sea view of incredible Bonifacio as well as the great Aragon steps leading to the water’s edge. Shortly after the pilot will embark and the Captain will turn the yacht around and back into this very impressive fjord-like marina. This could be one of our highest rated arrivals as the guests always find it both impressive and awe inspiring.

  • Porto Cervo, Sardinia
    Porto Cervo, Sardinia

    Porto Cervo is an Italian seaside resort in northern Sardinia in an area called the Costa Smeralda (Emerald Coast). SeaDream is most likely the only commercial vessel allowed to call to this amazing port of call. There have been several restrictions navigating and calling to ports within the protected national park zone. The best solution rather than anchoring was to get permission to dock next to the other super yachts “stern to” (backing into the pier using the marina platform to access to the port). The village is the main centre of the Costa Smeralda. It was created by Prince Karim Aga Khan and various other investors. The village houses some amazing boutiques, a newsagent, bars, restaurants and supermarkets. Guests like to visit incredible properties such as Cala di Volpe, Patrizza, Romazzino as well as the Pevero Golf Club for some amazing golf and tennis options. SeaDream’s Land adventure takes guests to all the sights of the Costa Smeralda.

  • Positano
    Positano

    Positano is one of the most picturesque villages along the UNESCO awarded Amalfi Coast (Costiera Amalfitana), in Campania, Italy. The town itself is perched on an enclave on the face of a hill and winds down towards the sea. This incredible setting has been enjoyed by writers, movie stars and millions of tourist each year. John Steinbeck visited in the 50's and stated “Positano bites deep. It is a dream place that isn’t quite real when you are there and becomes beckoningly real after you have gone.” The movie "Under the Tuscan Sun" and several others have been shot on location here. Besides the incredibly romantic atmosphere, it offers excellent shopping, beautiful beaches, hiking trails and a few world recognized and award winning hotels such as Le Sirenuse and Il San Pietro di Positano amongst others. As large coaches cannot navigate down to the pier, only private arrangements are available here. You can book a very nice sedan or van to take you to the neighboring villages or even to Pompeii. As SeaDream anchors just of the pier, you may have the opportunity to access the yachts marina and water toys (conditions and local approval permitting).

  • Amalfi
    Amalfi

    Amalfi is a picturesque town in the province of Salerno, in the Campania region of Italy. With its incredible views, it is the central town that makes up the very famous and UNESCO awarded Amalfi Coast (Costiera Amalfitana). Amalfi sports some impressive medieval architecture including; its cathedral of Sant'Andrea (St. Andrew), the church tower, the convent of the Cappuccini, founded by the Amalfitan Cardinal Pietro Capuano. They richly represent the artistic movement prevailing in Southern Italy. From Amalfi, we have created two exciting land adventures for you. One to Scenic Ravello and the other to Fascinating Pompeii. You may also choose to play from the yacht’s marina (Permission and conditions pending) or go on a very scenic hike with one of the officers.

  • Lipari, Sicily
    Lipari, Sicily

    Lipari is one of seven islands of the Aeolian Island group in the Tyrrhenian Sea off the northern coast of Sicily. The charming seaside town boasts a fortified castello and the impressive Aeolian Archaeological Museum. For centuries the world center for pumice production, Lipari has the finest white pumice dust on its beaches. The water off Spiaggia Bianca (White Beach) is as clear as the turquoise waters of the Caribbean, and perfect for exploring with SeaDream’s signature Marina platform. There are also several black sand beaches on the island worthy of exploration. On every voyage that calls on Lipari, enjoy a lovely scenic sailing past impressive Mt. Stromboli, one of the four active volcanoes in Italy.

  • Taormina (Etna) Sicily
    Taormina (Etna) Sicily

    SeaDream yachts anchor in the bay of Giardini Naxos and offer fantastic views of recently awarded UNESCO Natural Site of Mt. Etna (2013) as well as Taormina perched on the cliffside. Shuttle bus service has been arranged to transport guests from Giardini Naxos to the entrance gate of Taormina town up to Castelmola which provides amazing views of the surrounding areas. Perhaps the “must do” adventure here would be to ascend Mt. Etna with your fellow SeaDreamers. Kindly check the Land Adventure tab for the specifics. Other options include an incredible and authentic feast at the Godfather Villa. As we are anchored and if conditions allow, we will offer water sports both in the morning and in the afternoon.

  • Valletta
    Valletta

    Established in the 1500s by the Knights of St. John, this fortified city on a hilly peninsula soars between two of the finest natural harbors in the Mediterranean. A UNESCO World Heritage site, Valletta is defined by its sites of historical significance, with architecture dating back to the 16th century. Valletta is a pleasant and charming city to stroll, with little vehicle traffic and lots of stories to be discovered around every corner.

  • Trapani, Sicily
    Trapani, Sicily

    Trapani is a city on the west coast of Sicily in Italy and was founded by Elymians. SeaDream docks in the center of town and allows incredible access for strolling into town or meeting the motor coach for the scheduled land adventures. The city is still important for fishing and is the main gateway to the nearby Egadi Islands. This Carthaginian and later Roman city is an exciting gateway to Sicily's historic, gastronomic and natural attractions, offering access to beautiful medieval towns as well as Greek archaeological sites. We highly recommend that you participate on one of our interesting land adventures and not miss the amazing sites located about 30 minutes by road from Trapani including Erici, Segesta, Marsala and more.

  • Cagliari, Sardinia
    Cagliari, Sardinia

    One of the oldest Italian cities, Cagliari is the only Phoenician colony on the island that survived through millennia and took shape under foreign rulers who left traces of their epochs and cultures. Walk in the footsteps of the ancients at the Roman Amphitheater, carved into the Hill of Buon Cammino in the second century AD. Today, the island of Sardinia boasts a picturesque harbor and city nucleus surrounded by fortifications built by the Pisans in the thirteenth century. Explore the storied history of Cagliari through panoramic views from the top of Monte Urpinu. Stroll through the Old Town, rich in landmarks, including the thirteenth-century Cathedral of Santa Maria, built in the Pisan Romanesque style, and the Bastion of St. Remy, overlooking the historic Marina district, with its maze of narrow streets, ancient buildings, and corner cafés. Cagliari is your gateway to Sardinia’s natural beauty, including Molentargius-Saline Regional Park and nearby Poetto Beach.

  • Mahon, Menorca, Balearic Islands
    Mahon, Menorca, Balearic Islands

    Mahón (also known as Maó) is the capital of the Balearic Islands of Menorca. The arrival by sea is really incredible as the Captain enters via a fjord-like inlet and then turns that yacht around and docks in the heart of the city. The capital has an interesting mix of old and new architectural styles. SeaDream has arranged four separate and unique yachting land adventures that include Golf, Kayaking, Mountain Biking and “Mahon Musts”.

  • Palma de Mallorca, Balearic Islands
    Palma de Mallorca, Balearic Islands

    Palma de Majorca enchants visitors with its cathedral, an architectural masterpiece that presides over the destination. Visit the Old Town and admire the Royal Palace of Almudaina, before strolling along the promenade and dining on tapas and imbibing on sangria. Valdemossa, a beautiful mountain village in the Tramuntana Mountain valley outside of Palma, is steeped in old-world charm and a rich blend of olive and almond trees. It includes such notable gems as a thirteenth-century monastery where musician Frederic Chopin drew inspiration.

  • Alicante
    Alicante

    Seaside Alicante sits along Spain’s Costa Blanca, the Mediterranean coastline that runs along the Alicante province on the southeastern coast of Spain. A holiday resort town known mostly to travel insiders, Alicante’s picturesque harbor and stunning golden-sand beaches complement its signature Explanada de España, a marble promenade lined with more than six million mosaic tiles. Alicante’s Old Town, Barrio de la Santa Cruz, is your pathway to the medieval Castillo de Santa Bárbara, one of Spain’s largest medieval fortresses, set on a hilltop with sweeping views of the Mediterranean.

  • Almeria
    Almeria

    In the Andalusia region of Spain sits Almeria, hugging the shores of the Mediterranean Sea, undoubtedly one of Spain’s best-kept secrets. It’s here you can enjoy the best that Andalusia has to offer, most notably its sea, sunshine, and golden-sand beaches. In the Old Town, Almeria’s Moorish heritage can be spotted on every corner. Take in its vibrant food culture in the open markets, fine restaurants, and tapas bars. Hike to the impressive Alcazaba Fortress, one of the best-preserved citadels in Andalusia, overlooking the Mediterranean Sea.

  • Malaga
    Malaga

    Malaga, together with adjacent towns and municipalities such as Rincon de la Victoria, Torremolinos, Benalmadena, Fuengirola, Alhaurin de la Torre, Mijas, and Marbella, forms the Malaga Metropolitan area. The important cultural infrastructure and the rich artistic heritage have culminated in the nomination of Malaga as a candidate for the 2016 European Capital of Culture. The internationally acclaimed painter and sculptor Pablo Picasso and actor Antonio Banderas were both born in Malaga. SeaDream calls to Malaga both as an embarkation point as well as a typical port of call. Kindly check on the land adventures tab to see all of the activities and options. Should you need embarkation information, it’s also available there.

  • At Sea
    At Sea

  • Funchal, Madeira
    Funchal, Madeira

    Funchal is considered the sixth largest city in Portugal, and for five centuries, it has also been the capital of Portugal’s Autonomous Region of Madeira. Funchal has a rich history, which quickly became a populated settlement due to its productive soils, and its surrounding valley having a natural amphitheater shape that provided shelter for early settlers. SeaDream guests may visit top tourist locations such as Blandy's Wine Lodge, the open Worker's Market and the Sacred Art Museum. You will find a passenger gondola lift (Funchal Passenger Ropeway), that transports people from the lower section of the city to the suburb of Monte. Aside from the city of Funchal, there are more tourist destinations such as Santana, beaches of Porto Santo Island, Porto Moniz, Ribiera Brava, Curral das Freiras, and the UNESCO Natural site, the Laurisilva forest.

  • Philipsburg
    Philipsburg

    Philipsburg is the main town on the Dutch side of St. Maarten. The town is situated on a narrow stretch of land between Great Bay and the Great Salt Pond. Philipsburg was founded in 1763 by John Philips, a Scottish captain in the Dutch navy. The settlement soon became a center for international trade. The main shopping district is located on Front Street and is in the heart of the city. Many consider Philipsburg to be the best shopping opportunity in the Caribbean. Depending on the traffic, SeaDream has the option to anchor or dock alongside. One of the highlight activities may be to participate in the America’s Cup 12 Metre Regatta.

  • Soper's Hole, Tortola
    Soper's Hole, Tortola

    This marina on Tortola's West End retained its quaint charm while being a center of activity and voted the best marina in the BVIs. Soper's Hole imparts a great sense of place and physical intimacy and is considered one of the most picturesque marinas in the Caribbean. SeaDream is offering several land adventures including, snorkeling, scuba diving, land rover safari and swimming with the dolphins. For guests wanting some extra activity, ask the Captain or Club Director to set up a bike ride to Road Town along the coastal road. For guests wanting to simply shop or explore the marina, we suggest checking out Pusser’s Landing along with the cute boutiques.

  • Norman Island
    Norman Island

    Norman Island is located at the southern tip of the British Virgin Islands. It could very well be the very same island reputed to be the inspiration for Robert Louis Stevenson's pirate novel Treasure Island. It is said that the island was named after a pirate who purchased it at some point during the early 18th century. The island is uninhabited and privately owned by Dr Henry Jarecki. Its area is about 600 acres (2.4 km²), and it is about 2.5 miles (4 km) long. A large harbor is known as "The Bight" offers one of the most protected anchorages in the area. Guests will enjoy some great hiking opportunities as well as snorkeling and scuba diving. Another attractive option may be to check out the Willie T that is generally anchored in the harbor or simply have a beverage at the Pirates Bight Bar.

  • Spanish Town, Virgin Gorda
    Spanish Town, Virgin Gorda

    Nearly every publication written about Virgin Gorda will emphasize the need to visit “The Baths” – don’t miss it! SeaDream generally arrives early and anchor’s off Spanish Town to give guests an early start to view the baths before all of the tourists arrive from the neighboring Islands. You may also consider excellent Scuba Diving options or an opportunity to swim with the dolphins. After our short “technical stop” to dispatch land adventures and clearance with the officials. SeaDream navigates scenically up the coast and arrives in North Sound to anchor just off the Bitter End Yacht Club. Here we offer water sports, land adventures, hiking options with the officers and tenders to the Bitter End! Depending on the voyage, you may also visit Prickly Pear Island for another signature Champagne & Caviar Splash® option with an incredible setting.

  • Leverick Bay, Virgin Gorda
    Leverick Bay, Virgin Gorda

    Enjoy the welcoming Caribbean breeze and the famous Baths located nearby. Other attractions include the Coppermine Ruins and Gorda Peak National Park. Of course, snorkeling is popular as are the sandy white beaches.

  • Gustavia
    Gustavia

    Perhaps our most treasured destination in the Caribbean! This small island belonging to the French West Indies has so much to offer our SeaDream guests. Incredible shopping only steps away from the pier. Incredible beaches, resorts, restaurants and activities both day and night. SeaDream has created various land adventures for you to discover the island from sea or land. Ask one of the officers to take you on a hike or bike ride around the island. Another great activity here is to simply relax and watch all of the incredible yachts arriving and departing just off your SeaDream yacht.

  • Terre De Haut, Îles des Saintes
    Terre De Haut, Îles des Saintes

    If you’re looking for a small part of France in the heart of Guadeloupe, Terre de Haut is your go-to. Being the largest of the eight small islands that make up Les Saintes, Terre de Haut is a charming and scenic village rich with red-roofed houses and accompanying gardens of flourishing Hibiscus. Known for its robust reefs and great underwater visibility, Terre de Haut has also become a favorite among divers.

  • Mayreau
    Mayreau

    This is one of SeaDream signature Champagne & Caviar Splash® destinations in the Grenadines. This particular island is the smallest of the inhabited Islands and has two amazing beaches. Generally, the team on board will offer guests a hike to Saltwhistle Bay.

  • Bridgetown, Barbados
    Bridgetown, Barbados

    SeaDream uses the port of Bridgetown as the hub for their Southern Caribbean voyages as well as some voyages that cross the Atlantic. The Island itself includes UNESCO Heritage Sites, excellent beaches and history dating back to 1628. The climate is tropical with constant warm temperatures during the year cooled by light trade winds.


Suites & Staterooms

*Single Supplement for this voyage is 200% for Yacht Club Deck 2, 3 and 4. For Commodore, Admiral and Owners Suite, a 200% single supplement rate applies.


Government, Port, Document Issuance, Handling & Service fees: $1853 per guest (included)


Please Note: Fares are capacity controlled and may change without notice. The fares are per person based on double occupancy. Single and third person rates are also available. SeaDream Yacht Club strongly recommends that all guests purchase travel insurance.


Yachting Land Adventures & Activities

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Testimonials

Excellent Chef – nice choices & variety. Mr & Mrs HoaglandBelgium
Couples massage was one of the best I've ever had! Mr Hucker & Mrs BrunoFlorida