Oceania Insignia — 40-Night Caribbean Cruise from Lisbon

Cruise itinerary

40-Night Caribbean Cruise from Lisbon

40 nights · Caribbean · 21 ports of call

40-night Caribbean cruise aboard Oceania Insignia, departing Lisbon and calling at At Sea, Arrecife, Lanzarote, Las Palmas de Gran Canaria, Santa Cruz de La Palma, San Juan (Puerto Rico) and Nassau and 14 more.

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At a glance

Ship: Oceania Insignia
Cruise line: Oceania Cruises
Duration: 40 nights
Region: Caribbean · Americas
Departs: Lisbon
Returns: Miami, Florida

How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Oceania Insignia sailing, typically within 24 hours.

Where this voyage takes you

Voyage route — calls shown in order; map is schematic.

Day-by-day itinerary

Day
1
- Lisbon
  Arrive 07:00 · Depart 17:00
  Portugal's hilly capital, spread across seven hills above the Tagus estuary. Yellow trams climb to the Alfama's tangled lanes and the Castle of São Jorge, while Belém's monastery and pastéis de nata anchor the riverside to the west.
  - Alfama district
  - Belém Tower
  - Tram 28
Day
2
- At Sea
Day
3
- Arrecife, Lanzarote
  Arrive 10:00 · Depart 18:00
  The port and capital of Lanzarote in Spain's Canary Islands, a low-rise town of white houses on a volcanic Atlantic island. Inland lie the lava fields of Timanfaya National Park and the cave and cactus works of the artist César Manrique.
  - Timanfaya National Park
  - Jameos del Agua
  - Charco de San Ginés
Day
4
- Las Palmas de Gran Canaria
  Arrive 07:00 · Depart 17:00
  The largest city of the Canary Islands, on Gran Canaria off the African coast. A long city beach curves beside the port, and the historic Vegueta quarter holds the cathedral and the house where Columbus is said to have stayed.
  - Las Canteras Beach
  - Vegueta quarter
  - Columbus House
Day
5
- Santa Cruz de La Palma
  Arrive 07:00 · Depart 17:00
  The capital of the Canary island of La Palma, built around a sheltered harbour on the Atlantic. Its old town keeps colourful balconied houses and cobbled streets, while the island beyond rises to volcanic ridges and the observatories of the Roque de los Muchachos.
  - Old town balconies
  - Plaza de España
  - Volcanic ridges
Day
6
- At Sea
Day
7
- At Sea
Day
8
- At Sea
Day
9
- At Sea
Day
10
- At Sea
Day
11
- At Sea
Day
12
- San Juan (Puerto Rico)
  Arrive 11:00
  The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
  - Old San Juan
  - El Morro fort
  - Condado beaches
Day
13
- San Juan (Puerto Rico)
  Depart 11:00
  The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
  - Old San Juan
  - El Morro fort
  - Condado beaches
Day
14
- At Sea
Day
15
- Nassau
  Arrive 11:00 · Depart 17:00
  The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
  - Cable Beach
  - Atlantis resort
  - Queen's Staircase
Day
16
- Miami, Florida
  Arrive 07:00 · Depart 17:00
  The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
  - South Beach
  - Little Havana
  - Wynwood murals
Day
17
- At Sea
Day
18
- At Sea
Day
19
- Tortola
  Arrive 10:00 · Depart 18:00
  The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
  - Road Town
  - Cane Garden Bay
  - Sailing charters
Day
20
- Saint John's
  Arrive 07:00 · Depart 17:00
  The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
  - Nelson's Dockyard
  - Dickenson Bay
  - Shirley Heights
Day
21
- Castries
  Arrive 08:00 · Depart 17:00
  The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
  - The Pitons
  - Central market
  - Pigeon Island
Day
22
- Scarborough
  Arrive 07:00 · Depart 16:00
Day
23
- At Sea
Day
24
- At Sea
Day
25
- Cruising Amazon River
  Arrive 10:00 · Depart 11:00
Day
26
- Santarém
  Arrive 09:00 · Depart 18:00
Day
27
- Boca de Valeria
  Arrive 07:00 · Depart 15:00
Day
28
- Manaus
  Arrive 10:00
  The largest city of the Brazilian Amazon, rising deep in the rainforest where the dark Rio Negro meets the sandy Solimões. Grown rich on the rubber boom, it is known for its opulent opera house and as the gateway to jungle lodges and the Meeting of the Waters.
  - Amazonas Opera House
  - Meeting of the Waters
  - Adolpho Lisboa Market
Day
29
- Manaus
  Depart 16:00
  The largest city of the Brazilian Amazon, rising deep in the rainforest where the dark Rio Negro meets the sandy Solimões. Grown rich on the rubber boom, it is known for its opulent opera house and as the gateway to jungle lodges and the Meeting of the Waters.
  - Amazonas Opera House
  - Meeting of the Waters
  - Adolpho Lisboa Market
Day
30
- Parintins
  Arrive 11:00 · Depart 19:00
Day
31
- Alter do Chão
  Arrive 07:30 · Depart 15:00
Day
32
- Cruising Amazon River
  Arrive 13:00 · Depart 14:00
Day
33
- At Sea
Day
34
- At Sea
Day
35
- Bridgetown
  Arrive 11:00 · Depart 18:00
  The capital of Barbados on the island's southwest coast, a long-standing Caribbean cruise port. Its colonial centre and Garrison Savannah are UNESCO-listed, with the white sand of Carlisle Bay and turtle-filled waters close to the harbour.
  - Carlisle Bay
  - Garrison Savannah
  - Rum distilleries
Day
36
- Roseau
  Arrive 08:00 · Depart 18:00
  The capital of Dominica, a green volcanic island in the eastern Caribbean known as the Nature Isle. The town sits below forested peaks, with the botanic gardens, sulphur springs and the trail to Trafalgar Falls a short drive inland.
  - Trafalgar Falls
  - Botanic Gardens
  - Boiling Lake
Day
37
- Philipsburg
  Arrive 08:00 · Depart 17:00
  The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
  - Great Bay Beach
  - Front Street duty-free
  - Maho Beach plane-spotting
Day
38
- San Juan (Puerto Rico)
  Arrive 07:00 · Depart 13:00
  The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
  - Old San Juan
  - El Morro fort
  - Condado beaches
Day
39
- At Sea
Day
40
- Nassau
  Arrive 11:30 · Depart 17:00
  The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
  - Cable Beach
  - Atlantis resort
  - Queen's Staircase
Day
41
- Miami, Florida
  Arrive 07:00 · Depart 17:00
  The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
  - South Beach
  - Little Havana
  - Wynwood murals

Upcoming departures

9 Nov 2026

Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.

40-Night Caribbean Cruise from Lisbon FAQ

Which ports does this cruise visit?

This 40-night Caribbean cruise calls at Lisbon, At Sea, Arrecife, Lanzarote, Las Palmas de Gran Canaria, Santa Cruz de La Palma, San Juan (Puerto Rico), Nassau, Miami, Florida, Tortola, Saint John's, Castries, Scarborough, Cruising Amazon River, Santarém, Boca de Valeria, Manaus, Parintins, Alter do Chão, Bridgetown, Roseau and Philipsburg.

How many days are spent at sea?

17 days are spent at sea; the rest are in port.

Where does this cruise depart from?

It departs from Lisbon and ends in Miami, Florida.

How long is this cruise?

40 nights aboard Oceania Insignia.

When does this itinerary sail?

Upcoming departures include 9 Nov 2026. A NestCruise advisor can confirm current availability.

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About: Oceania Insignia — 40-Night Caribbean Cruise from Lisbon

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