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Cruise itinerary

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Ship: Insignia (details)
Cruise line: Oceania Cruises

Departure date: Monday, October 27, 2025
Return date: Sunday, December 07, 2025
Departure port: Boston
Ports of call: Newport, Hamilton, St. George's, St. Barts, St. John, Castries, Bridgetown, Bonaire, Oranjestad, Miami, Scarborough, Santarem, Boca Da Valeria, Manaus, Parintins, Alter Do Chao, Roseau, Philipsburg, San Juan
Return port: Miami

Prices:

Balcony $16,099

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Day Location

1
Boston
2
Boston
3
Newport
4
Hamilton
5
St. George's
6
St. Barts
7
St. John
8
Castries
9
Bridgetown
10
St. George's
11
Bonaire
12
Oranjestad
13
Miami
14
St. John
15
Castries
16
St. George's
17
Scarborough
18
Santarem
19
Boca Da Valeria
20
Manaus
21
Parintins
22
Alter Do Chao
23
Bridgetown
24
Roseau
25
Philipsburg
26
San Juan
27
Maui
28
Miami
29
Miami

Visitors jumping from rocks to the sea in St. Maarten.

Want an adrenaline rush? Head to Loterie Farm for a zipline adventure on St. Maarten.

Black Rock, bordering one end of marvelous Kaanapali Beach on Maui, attracts snorkelers and cannon-ballers.

Hekili Point and West Maui Mountains in Maui.

The Fairmont Hamilton Princess Hotel overlooks picturesque Hamilton Harbor in Pembroke Parish, Bermuda.

Rent a bike and take to the road on St. Maarten.

Grab a towel and hit the beautiful beaches of St. Maarten.

Flowering protea in Kula, Maui.

Lahaina Coastline of Maui with Lanai in the background.

Historic Front Street in Hamilton, the capital of Bermuda.

Near Cupecoy Beach, St. Maarten.

Underwater shot of a sea turtle.

A tall waterfall along the coast of Maui.

The scene along Kaanapali Beach, a 3-mile stretch of sun, white sand and family fun on the western shore of Maui.

Businessmen in Hamilton, Bermuda, wearing — yes — Bermuda shorts. You'll spot the colorful, comfy shorts all around the island.

A dramatic landscape on St. Maarten.

A couple enjoys a picnic while watching windsurfers in Lower Paia, Maui.

Underwater view of tropical fish inside Molokini Crater, a popular scuba and snorkeling site off Maui's southwest coast.

A young man entertains passers-by on guitar on Maui's Kaanapali Beach, rated one of the best beaches in the world by Condé Nast Traveler and other travel publications.

A couple takes in Wailua Falls in Hana on the east side of Maui.