Itinerary

Day 1 Feb 14, 2027 Valparaiso Departs 17:00 Of Chile’s 4000km-plus coastline, the brief central strip between Rocas de Santo Domingo and Los Vilos is the most visited and developed. Known as the Litoral Central, this 250km stretch boasts bay after bay lined with gorgeous, white-sand beaches, and a string of coastal resort towns. Valparaíso and Viña del Mar sit next to each other near the middle of the strip. They are geographical neighbours, but poles apart in appearance and atmosphere. Viña is Chile’s largest beach resort and one of its ritziest. With its high-rises, casino, and seafront restaurants, as well as the beaches and clubs in nearby Reñaca, Viña typifies modern hedonism. The UNESCO World Heritage-listed city of Valparaíso, on the other hand, has far more personality, with ramshackle, colourfulhouses spilling chaotically down the hills to the sea (but no decent beaches). “Valpo” is Chile’s principal port and naval base, and also perhaps the country’s liveliest and most vibrant city. The nightlife and excellent seafood attract much of Santiago to its bars and restaurants at the weekend, as does the nearby beach resort of Viña del Mar. For stretches of sand, you’ll need to head south or north. Closest to Santiago, via the “Autopista del Sol” (Ruta 78), are the resorts south of Valparaíso, which are busier and more developed. The one spot besides the beaches where you might want to spend some time in Viña del Mar is the lovely Quinta Vergara park, where the manicured grounds are home to a vast array of exotic imported plants. It is located a couple of blocks south of Plaza Vergara behind the Metrotrén Estación Viña, with the futuristic-looking Anfiteatro, home to the annual music festival, as its centrepiece. Valparaiso port guide Search cruises visiting Valparaiso

Valparaiso photo — Day 1 Feb 14, 2027 Valparaiso Departs 17:00 Of Chile’s 4000km-plus coastline, the brief central strip between Rocas de Santo Domingo and Los Vilos is the most visited and developed. Known as the Litoral Central, this 250km stretch boasts bay after bay lined with gorgeous, white-sand beaches, and a string of coastal resort towns. Valparaíso and Viña del Mar sit next to each other near the middle of the strip. They are geographical neighbours, but poles apart in appearance and atmosphere. Viña is Chile’s largest beach resort and one of its ritziest. With its high-rises, casino, and seafront restaurants, as well as the beaches and clubs in nearby Reñaca, Viña typifies modern hedonism. The UNESCO World Heritage-listed city of Valparaíso, on the other hand, has far more personality, with ramshackle, colourfulhouses spilling chaotically down the hills to the sea (but no decent beaches). “Valpo” is Chile’s principal port and naval base, and also perhaps the country’s liveliest and most vibrant city. The nightlife and excellent seafood attract much of Santiago to its bars and restaurants at the weekend, as does the nearby beach resort of Viña del Mar. For stretches of sand, you’ll need to head south or north. Closest to Santiago, via the “Autopista del Sol” (Ruta 78), are the resorts south of Valparaíso, which are busier and more developed. The one spot besides the beaches where you might want to spend some time in Viña del Mar is the lovely Quinta Vergara park, where the manicured grounds are home to a vast array of exotic imported plants. It is located a couple of blocks south of Plaza Vergara behind the Metrotrén Estación Viña, with the futuristic-looking Anfiteatro, home to the annual music festival, as its centrepiece. Valparaiso port guide Search cruises visiting Valparaiso

Day 52 Apr 6, 2027 Charlotte Amalie 07:00 – 17:00 10.0 hrs ashore During an MSC Caribbean and Antilles cruise to the U.S. Virgin Islands, experience the spectacular beauty of St. Thomas as you encounter colonial history, panoramic mountaintop views and some of the top-rated beaches in the world. Disembark in the capital of Charlotte Amalie, where the streets and places still bear Danish names and its history of pirates remains visible to this day. Experience the charming historic district of the Kongens (King's) Quarter on an MSC excursion that explores the former centre of Danish colonial enterprise and visit several National Landmark Properties and historical manor homes including Villa Notman, Britannia House, Crown House, Haagensen House and Hotel 1829. Visit the landmark 99 Steps - perhaps the most famous step street built by the Danish using bricks brought in European ships as ballast. These will lead you to the famous 17th-century Blackbeard’s Castle, where you will get a chance to step back into the age of the Caribbean pirates while admiring stunning views. Edward Teach, a.k.a. Blackbeard, inspected the bays of the island from the castle’s observation tower, the Skytsborg, which is the oldest structure on the Virgin Islands at more than 300 years old. A Charlotte Amalie cruise lets you explore Drake's Seat, another scenic overlook from which you can admire all of the Virgin Islands, both the U.S. and the British. On a clear day, you can even see Puerto Rico from Drake’s Seat. To bring out your inner pirate, hop on a pirate schooner, manned by a friendly motley crew, in search of wildlife, snorkelling and beach fun. An MSC excursion that’s great for the whole family, this pirate adventure includes a personal “pirate” tattoo, a turn at the helm as an honorary captain and an eye-patch for the kids. Or let us whisk you to away to the beach at idyllic Magens Bay, once named by National Geo-graphic as one of the most beautiful bays in the world. Slightly tucked away from view, this immaculate sandy beach is framed by palm trees, turquoise water and green hills and is the perfect spot to sunbathe and snorkel. For something special, join an MSC excursion to neighbouring St. John and the charming town of Cruz Bay. After a short scenic sail, board an open-air safari-style bus to explore the ruggedly beautiful St. John with a quick stop or two to enjoy the spectacular views en route to Trunk Bay, Waterlemon Cay and Annaberg Sugar Plantation ruins, followed by a beach and snorkelling experience. Then taste some authentic West Indian fare and experience coal pot cooking on an exclusive Martha Stewart excursion that blends cuisine, culture, and the best sites of St. John all into one tour. Charlotte Amalie port guide Search cruises visiting Charlotte Amalie

Charlotte Amalie photo — Day 52 Apr 6, 2027 Charlotte Amalie 07:00 – 17:00 10.0 hrs ashore During an MSC Caribbean and Antilles cruise to the U.S. Virgin Islands, experience the spectacular beauty of St. Thomas as you encounter colonial history, panoramic mountaintop views and some of the top-rated beaches in the world. Disembark in the capital of Charlotte Amalie, where the streets and places still bear Danish names and its history of pirates remains visible to this day. Experience the charming historic district of the Kongens (King's) Quarter on an MSC excursion that explores the former centre of Danish colonial enterprise and visit several National Landmark Properties and historical manor homes including Villa Notman, Britannia House, Crown House, Haagensen House and Hotel 1829. Visit the landmark 99 Steps - perhaps the most famous step street built by the Danish using bricks brought in European ships as ballast. These will lead you to the famous 17th-century Blackbeard’s Castle, where you will get a chance to step back into the age of the Caribbean pirates while admiring stunning views. Edward Teach, a.k.a. Blackbeard, inspected the bays of the island from the castle’s observation tower, the Skytsborg, which is the oldest structure on the Virgin Islands at more than 300 years old. A Charlotte Amalie cruise lets you explore Drake's Seat, another scenic overlook from which you can admire all of the Virgin Islands, both the U.S. and the British. On a clear day, you can even see Puerto Rico from Drake’s Seat. To bring out your inner pirate, hop on a pirate schooner, manned by a friendly motley crew, in search of wildlife, snorkelling and beach fun. An MSC excursion that’s great for the whole family, this pirate adventure includes a personal “pirate” tattoo, a turn at the helm as an honorary captain and an eye-patch for the kids. Or let us whisk you to away to the beach at idyllic Magens Bay, once named by National Geo-graphic as one of the most beautiful bays in the world. Slightly tucked away from view, this immaculate sandy beach is framed by palm trees, turquoise water and green hills and is the perfect spot to sunbathe and snorkel. For something special, join an MSC excursion to neighbouring St. John and the charming town of Cruz Bay. After a short scenic sail, board an open-air safari-style bus to explore the ruggedly beautiful St. John with a quick stop or two to enjoy the spectacular views en route to Trunk Bay, Waterlemon Cay and Annaberg Sugar Plantation ruins, followed by a beach and snorkelling experience. Then taste some authentic West Indian fare and experience coal pot cooking on an exclusive Martha Stewart excursion that blends cuisine, culture, and the best sites of St. John all into one tour. Charlotte Amalie port guide Search cruises visiting Charlotte Amalie

Pricing

Lowest fare we've tracked over the observed 100-day span: $15,949 · range $15,949–$16,949

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

from $16,599

$307 / night

Fare rows

Inside Stateroom

Cabin grade

Available

from $16,599

$307 / night

per person · incl. taxes

Oceanview

from $17,649

$326 / night

Fare rows

Ocean View (Porthole)

Cabin grade

Available

from $17,649

$326 / night

per person · incl. taxes

Balcony

Not available

Suite

Not available

Prices verified Jul 2, 2026

Prices come from third-party data feeds via Oceania Cruises and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

Show all 16 cabin grades

Cabin grades and pricing
Name	Supplier code	Type
Concierge Level Veranda	A1	Balcony
Concierge Level Veranda	A2	Balcony
Concierge Level Veranda	A3	Balcony
Veranda Stateroom	B1	Balcony
Veranda Stateroom	B2	Balcony
Inside Stateroom	F	Inside
Inside Stateroom	G	Inside
Deluxe Ocean View	C1	Oceanview
Deluxe Ocean View	C2	Oceanview
Ocean View (Porthole)	D	Oceanview
Solo Oceanview Stateroom	S	Oceanview
Owners Suite	OS	Suite
Penthouse Suite	PH1	Suite
Penthouse Suite	PH2	Suite
Penthouse Suite	PH3	Suite
Vista Suite	VS	Suite

Ship

Your ship Insignia 5★ **30,277** GT **670** guests Built **1998** Adults only Following a dramatic re-inspiration, Insignia is now a completely transformed ship without peer. Each luxurious suite and stateroom is entirely new from floor to ceiling, including the bathrooms. The public spaces have been tastefully refreshed with a soft sea and sky palette of fabrics, designer furnishings and custom light fixtures that exquisitely showcase the inimitable style and comfort of Oceania Cruises. Insignia features four unique, open-seating restaurants, the Aquamar Spa + Vitality Center, eight lounges and bars, a casino and 342 lavish suites and luxurious staterooms, nearly 70% of which feature private verandas. From the bejeweled new chandeliers in the gracious Grand Dining Room to the beckoning Reception Hall, Insignia invites you to celebrate a rejuvenation so sweeping, you will find it positively unimaginable to resist her welcoming embrace. Insignia ship guide Search cruises on Insignia

Valparaiso to Miami

Itinerary

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