Eastern Caribbean Cruise with Puerto Rico

LGBTQ+ group sailing aboard Sky Princess.

Dates: November 21, 2027 – November 28, 2027
Ship: Sky Princess · Princess Cruises
Published price: $1,544 USD

Sailing snapshot

This 7-night ocean sailing runs from Fort Lauderdale, Florida to Fort Lauderdale, Florida and lists 5 distinct stops. It is a hosted LGBTQ+ group within a regular sailing, so the group experience and wider ship run side by side.

Trip overview

This seven-night Adventure Bears hosted group sails roundtrip from Fort Lauderdale aboard Sky Princess on November 21–28, 2027. Princess Cays, San Juan, Amber Cove, and Grand Turk handle the beach-and-rum portion of the agenda; reserved group dining and private Adventure Bears events make a very large ship feel pleasantly less anonymous.

Editorially rewritten from the operator's published trip details · reviewed September 3, 2026.

Before you put down a deposit

The booking decision

Best fit: Travelers wanting a welcoming bear-community group, a mainstream Princess ship, and an easy warm-weather week with both private-island and city calls. It works for solos, friends, and couples who prefer hosted connection to a ship-wide charter.
Trip format: Adventure Bears holds group space on a regular Sky Princess sailing. Reserved dinners and private events belong to guests booking through the group; the operator explicitly says this is not a full-ship charter.
What is included: The listed fare includes Princess Plus: drinks up to the published limit, one-device Wi-Fi, crew appreciation, two casual meals, room service, standard dining and entertainment, plus Adventure Bears dinners and private events. Air, hotels, insurance, excursions, and local transport are extra.
Fare basis: The public interior rate starts at $1,544 per person double occupancy with port taxes, fees, and Princess Plus included. Other displayed categories carry separate double and single totals; promotions shown with expired dates should not be treated as current.
Solo and cabin reality: The page publishes real single totals alongside double rates, from $2,384 interior to higher balcony and mini-suite figures. Exact locations are requests within limited group inventory, so compare the solo total and room position before selecting on category name alone.
Accessibility: The trip page does not promise accessible cabins inside the group block. Ask Adventure Bears to confirm a specific room and review Princess Cays tender or beach access, tour vehicles, and walking conditions before making a nonrefundable payment.
Embarkation plan: The ship sails round trip from Fort Lauderdale, with a 3 p.m. published departure. Add a pre-night and wait for the group's hotel or optional transfer instructions rather than assuming they are included in the cruise fare.
Itinerary rhythm: Princess Cays comes immediately after embarkation, then a sea day precedes San Juan, Amber Cove, and Grand Turk on consecutive days. The final sea day gives the group a social landing before the early Fort Lauderdale arrival.

Editorially reviewed September 4, 2026 from the primary trip source: adventurebears.com. Confirm live inventory and individual requirements before paying.

Program itinerary

Confirm the current daily itinerary with the operator before planning ashore. Ports and times may change.

Price and availability

Interior$1,544 · per person, double occupancy · Check current availability

Pricing note: Published starting fare is per person based on double occupancy and includes Princess Plus and stated port taxes and fees; confirm the final balance before booking.

Availability note: Adventure Bears states that group inventory and fares are capacity-controlled; the expired July 2026 promotional deposit is not represented as current.

Fares can change and may exclude taxes, fees, airfare, transfers, or single supplements. Confirm the final total with the operator before booking.

Is this sailing a good fit?

Who it tends to suit

Bears, cubs, otters, admirers, and LGBTQ+ travelers who want a focused community onboard a regular cruise sailing.

What the trip feels like

Warm, social, bear-community centered, and adventure-led, with the underlying ship's normal venues and itinerary still available.

Operator profile reviewed August 24, 2026 from the Adventure Bears official website.

About the operator

Adventure Bears hosts LGBTQ+ bear-focused group cruises aboard mainstream and river ships, with private events, group dining, entertainment, and cruise-specific perks. Its sailings are hosted groups rather than full-ship charters, so guests get a focused community without losing the wider ship experience.

Editorially rewritten from the operator's published information · reviewed September 3, 2026.

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