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Sun-Drenched Eastern Caribbean Escape

9-Day Eastern Caribbean with Puerto Rico & Celebration Key — Sky Princess

November 20–29, 2026Roundtrip from Port Canaveral (Orlando), Florida

A 9-night sailing is the sweet spot: long enough to feel like a real vacation, with the kind of spacing that keeps mornings calm and days unrushed. You get classic Eastern Caribbean favorites, a culture-rich day in San Juan, and a newer private-destination stop for an easy, no-stress beach day.

day by day look

CRUISE ITINERARY

Day 1 — Port Canaveral (Orlando), FL (Embark)

Start easy: get onboard, get settled, and let the ship shift you into vacation mode.

  • Grab a quick bite and explore the Piazza

  • Sunset sail-away, then dinner at your pace

Day 2 — At Sea

A full day to enjoy the ship without your alarm clock buzzing or a meal to cook.

  • Lounge by the pool, then reset with an afternoon coffee + pastry

  • Book a show in the theater or catch live entertainment in the Piazza

Day 3 — Grand Turk, Turks & Caicos

Grand Turk is pure turquoise-water therapy—simple, beautiful, and exactly what people picture when they say “Caribbean.”

  • Beach time, snorkel time, or both

  • Keep it light: sun, water, and no schedule pressure

Day 4 — Amber Cove (Puerto Plata), Dominican Republic

A fun, easy port day with plenty of ways to dial in your vibe—adventure, views, or a relaxed day in the sun.

  • Choose a beach or pool day, or go scenic inland

  • Come back onboard and enjoy a slower evening

Day 5 — San Juan, Puerto Rico

This is the culture day that elevates the whole itinerary—history, color, and an energy that feels different from a beach-only run.

  • Stroll Old San Juan for photos, forts, and cobblestone streets

  • Pair it with a relaxed café stop and keep the day unhurried

Day 6 — St. Maarten

A classic “choose-your-own” Caribbean day: beaches, viewpoints, shopping, or island hopping.

  • Go beach-forward or mix in a quick scenic stop

  • Head back onboard in time for dinner + a show

Day 7 — At Sea

Another sea day to actually enjoy what you paid for: ship time.

  • Sleep in, pool time, then a slow afternoon

  • Make tonight your “dress up a little” night—photos + theater

Day 8 — Celebration Key

Private-destination energy: simple logistics, easy beach access, and a day that feels like a true break.

  • Keep it effortless: sun + water + low planning

  • Be back onboard ready for a final-night dinner

Day 9 — Port Canaveral (Orlando), FL (Disembark)

Arrive home feeling like you actually had time to reset.

WHAT'S INCLUDED

Cruise Amenities & Exclusive Bonuses

  • Included dining — Enjoy a mix of included sit‑down dining, quick bites, and buffet variety, including the Main Dining Room, International Café (open 24 hours for small bites and treats), World Fresh Marketplace (buffet), Slice Pizzeria, The Salty Dog Grill, Swirls Ice Cream Bar, and Afternoon Tea service on sea days.

  • Included entertainment — The main stage on Sky Princess delivers high-tech, headline productions in the Princess Theater, including Rock Opera (a glam, genre-blending rock-meets-opera spectacle), Magic to Do (a Broadway-caliber musical revue created with Stephen Schwartz—composer of Wicked—paired with on-stage illusions), and 5-SKIES (a highly immersive, tech-forward production built around a virtual-reality storyline with aerial performance elements). Beyond the theater, you’ll also find live music and shipwide entertainment like Take Five (jazz lounge sets) and pop-up performances in The Piazza.⁠ Princess also has a signature Champagne Soirée in the Piazza celebration that culminates in a Princess’ Champagne Waterfall on each sailing.

  • Full schedule of live music, comedy, and game show-style entertainment including Princess favorites like Yes/No, Majority Rules, Themed Trivia, and Do You Wanna Dance.

  • Stateroom accommodations — Settle into comfortable, modern staterooms designed for real downtime, with daily service from your stateroom attendant to keep everything refreshed throughout the sailing. Many staterooms feature private balconies for ocean views and fresh air, and you’ll have the convenience of 24-hour room service available (delivery fees/availability vary by fare package).​

  • All port fees and taxes are included.

  • EXCLUSIVE BONUS: Up to $50 per Stateroom in OBC

  • EXCLUSIVE: Cedar Travel Co Agent personalized assistance through the time you book until you come home.

CHOOSE YOUR CABIN - $100 deposit per person

STATEROOM CATEGORIES

INTERIOR

Classic Stateroom

starting at $914 per person

BALCONY

Stateroom with Private Balcony

starting at $1404 per person

DELUXE BALCONY

Stateroom with Private Balcony & Seating Area

starting at $1624 per person

MINISUITE

Larger Stateroom with Private Balcony, Seating Area, & larger bathroom

starting at $2085 per person

Tell me what you’re thinking—I’ll take it from there.

Other destinations with exclusive offers...

Norway

Iceland

Mediterranean

British Isles

Caribbean

Princess Cruises Lines, Ltd. ships registered to Bermuda.

Traveling Sidekick LLC/Amanda Garner is a registered agent with Cedar Travel Co.

Cedar Travel Co. is registered as a Seller of Travel with the State of California. Registration No. 2167580-70. Registration as a Seller of Travel does not constitute approval by the State of California.Cedar Travel Co. is registered with the State of Washington as a Seller of Travel. UBI ID # 606005809.

Cedar Travel Co. is registered with the State of Florida as a Seller of Travel. Registration No. ST46469. Amanda Garner is registered as an independent travel advisor associated with Cedar Travel Co.

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