Romantic Winter Escape to Bermuda: A 6-Day Itinerary

Beyond sun-kissed strolls on pink-sand beaches, couples can enjoy blissful boating, sublime spa treatments, world-renowned golf, delicious island dining, and more. Here’s how to plan an unforgettable winter getaway for two in Bermuda.

  • Itineraries,
  • Romance
A couple is walking down a lighted alley.

Winter is the perfect time for a romantic island getaway to Bermuda. Enjoy sunny, mild weather that’s ideal for exploring, and embrace the season’s special events and promotions. Valentine's Day falls in the heart of winter, and Bermuda's Spa Month in February offers a full menu of irresistible spa treatments. You’ll find endless ways to celebrate, luxuriate, and reconnect on your idyllic island escape.

With uncrowded beaches and relaxing island experiences, Bermuda promises unparalleled tranquility for an intimate retreat. And it’s all within easy reach thanks to convenient nonstop flights from major U.S. east coast cities like New York and Boston. Get inspired to create your unforgettable Bermuda getaway with this tried-and-true 6-day itinerary for couples. 


The Reefs Resort & Club, a cherished family-owned retreat along Bermuda’s famous South Shore, offers alluring ocean views and timeless island charm. Voted #1 in the region by Conde Nast Traveler readers, it's a haven for honeymooners and couples. Its daily afternoon tea is a special treat.

Another great option is Newstead Belmont Hills Golf Resort & Spa on Hamilton Harbour. Perfectly blending modern sophistication and relaxing vibes, the resort is a luxurious escape with water views, spacious accommodations, and complimentary transportation to make getting around the island easy. 

Interior view of Newstead Belmont

Day 1


Begin your romantic getaway in Bermuda by checking in at The Reefs or Newstead Belmont Hills, each offering unique island experiences. 

At The Reefs, take a sunset walk on a private crescent-shaped beach carved into the cliffs. At Newstead Belmont Hills, hop on the free hotel shuttle to reach Elbow Beach or Coco Beach for a serene sunset stroll. Afterward, savour an intimate dinner at Thyme Restaurant, perched atop Cataract Hill in Paget Parish. This island favourite serves locally sourced cuisine and creative cocktails in a cozy, modern setting. You'll be treated to exceptional service and delectable flavours, complemented by an impressive selection of Simons' Rum Swizzles.

Day 2


Start your day with a morning spa session at the La Serena Spa at The Reefs or the Newstead Spa. Unwind and rejuvenate with couples’ spa treatments tailored to your preferences.

For lunch, head to The Cloud at the Waterfront, a lovely rooftop restaurant in Hamilton. The menu offers nutritious options and plates designed for sharing. Savour a delicious meal while enjoying picturesque views of the city and Hamilton Harbour.

Two couches with a water view in the back.

Afterward, explore the art galleries in the City of Hamilton, including the Bermuda Society of Arts, Bermuda National Gallery, and Masterworks Art Gallery, to immerse yourself in the island's rich cultural heritage.

For a delightful dinner, choose between Fourways Inn Restaurant, a quintessential Bermudian dining experience, or 10South, offering fresh Mediterranean and global dishes.

Day 3


Kick off the day with a friendly game of golf with your partner at the world-famous Turtle Hill Golf Club, an 18-hole, par-3 course with stunning ocean views. Perfect your swing amid the lush terrain and turquoise waves of Bermuda's South Shore. The 10th hole also offers an opportunity to relax at the Golf Hut Halfway House.

Two people are playing golf at Turtle Hill Golf Course.

Next, it’s time for lunch at Boundary, the only sports bar in Bermuda's West End, where you’ll feast on artisanal barbecue and pub favourites.

After lunch, embark on a taxi tour around the island, where you can work with your driver to create a customised island adventure! Explore a variety of activities, from swimming and cliff jumping to visiting the Crystal Caves, Gibbs Hill Lighthouse, and even some hidden gems.

Wrap up your day with a romantic dinner at either Bolero Brasserie, if you’re craving European-style cuisine, or Port O' Call, offering fresh seafood and homemade pastas. Both are located right on Front Street in the heart of Hamilton.

Day 4


Enjoy another round of massages midway through your getaway, especially if it’s February (Bermuda’s much-loved Spa Month). This time, check out Natura Spa, where you and your partner can choose to be pampered in a 500,000-year-old cave next to an underground lake or in an over-water gazebo surrounded by lush greenery in a private cove. Complete with candles and soft music, you’ll enjoy an array of treatments, from facials to body wraps and massages, using only organic products.

A couples massage beds on a floating platoon in a cave.
Natura Spa at Grotto Bay

Afterwards, enjoy lunch at The Wharf, offering panoramic views of historic St. George's Harbour. Savour Bermuda fish chowder, fresh seafood, pastas, and more.

After lunch, explore St. George’s Island with a Pedego electric bike rental. Ride along the nearby Bermuda Railway Trail and be captivated by the island’s natural beauty.

Wrap your day with a romantic dinner at Pink Beach Club at The Loren, a property known for its modern elegance and dramatic ocean views. Or, head to the luxurious new St. Regis Bermuda Resort to indulge in a sumptuous meal at BLT Steak NY, a renowned steakhouse offering the finest cuts of beef and upscale cocktails.

Day 5


Today is all about immersing yourselves in Bermuda’s aquatic wonders, beginning with a coastal cruise around the Harrington Sound aboard the Callista with a local Bermuda Zoological Society guide. Learn about the rich biodiversity, fascinating islands, and coastal landmarks while enjoying the Sound’s beauty and history. 

Breakfast is at Village Pantry, a short 5-minute walk from your cruise, where you’ll savour dishes made with ingredients sourced from local farmers and fishing communities.

After, it’s time for the Bermuda Aquarium, Museum & Zoo (BAMZ), a short 5-minute walk away, where you can see marine life from around the world. Observe hundreds of fish species, rescued sea turtles, and fascinating exhibits including a 145,000-gallon coral reef with sharks. Discover the diverse wildlife at the zoo and delve into Bermuda's natural history at the museum.

A wide angle of a flock of brightly coloured flamingos.
BAMZ|Nesta Wellman

In the evening, dine at Aqua Terra at The Reefs, a restaurant offering creative island-inspired dishes with a modern twist. Relish your meal on the outdoor terrace with mesmerising ocean views. Or experience Aurora at Newstead Belmont Hills, known for its seasonal menu featuring fresh, locally sourced seafood and produce, emphasising sustainability in their culinary offerings.

Day 6


Take one more beach walk and snap a few more photos. As your romantic getaway in Bermuda draws to a close, departing from this alluring island is undoubtedly bittersweet. The cherished memories you've created, the breathtaking landscapes you've explored, and the intimate moments you've shared will be the best souvenirs.



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