Jillian Braga 5/8/25 Jillian Braga 5/8/25

How To plan the ultimate proposal on Cape Cod

Planning to pop the question in 2025? Few places are more romantic—or more iconic—than Cape Cod. With its windswept beaches, historic charm, and breathtaking sunsets, the Cape offers a picturesque backdrop for a moment you’ll both remember forever. But if you want your proposal to be more than just a ring and a question, let Little Palm Picnics & Events help you craft something extraordinary.

This isn’t just about asking—this is about creating a moment.

Why choose cape cod?

Cape Cod is ideal for proposals because it blends scenic beauty with a laid-back, coastal vibe. From the lighthouses of Chatham to the dunes of Provincetown, the Cape feels like a getaway without needing a passport. You’ll find just the right mix of romance and seclusion—if you plan it right.

Let us help make it unforgettable

Little Palm is the go-to for bespoke proposal setups on Cape Cod. Whether you're dreaming of a beachside picnic at golden hour or a rose-strewn setup at your hotel’s private beach, Little Palm handles all the details so you can focus on the big moment. Our proposal package includes everything you need to make the moment one you’ll never forget. Included in the base package is the option between canvas sling chairs or picnic pillow/blanket seating at a low table - accompanied by the option of an umbrella or a cabana. Also includes: Proposal planning services, simple graze platter, Styled chalkboard: "Will You Marry Me?", one dozen roses, Sparkling cider, Chocolate covered strawberries, 10+ edited photos from photographer + polaroid camera with 10 films. We also offer location scouting for optimal lighting and privacy and flexible setup at hotels, vacation rentals, or scenic hidden spots

Pro Tip: Public beaches on Cape Cod can get busy—especially in the summer. If you want a more private, intimate feel, Little Palm can set up your proposal directly outside your beachfront hotel suite.

Looking for the perfect place to stay?

Make the most of the moment with a weekend escape. Here are a few of the most romantic beachfront places to stay—perfect for a private proposal right outside your door:

Chatham Bars Inn – Chatham

Elegant and iconic, this luxury resort has its own private beach, fine dining, and spa services. Ask for an oceanfront suite—you can propose steps from your private deck.

Wequassett Resort and Golf Club – Harwich

This five-star resort offers timeless luxury, perfect landscaping, and gorgeous water views. Combine a proposal with a sunset cruise, which the resort can help you arrange.

Pelham House Resort – Dennis Port

Known for its chic design and oceanfront fire pits, this hotel is popular for romantic getaways. Little Palm can set up right on the resort’s private beach—discreetly, so the surprise is still yours.

The Inn at Ocean’s Edge – Eastham

Less crowded and very private, this charming boutique hotel offers a quieter stretch of Cape Cod coastline for those seeking solitude.

While you’re planning, don’t forget…

1. Book Early. Cape Cod gets busy from late spring through early fall, so secure your hotel and Little Palm’s services well in advance.

2. Timing is Everything. Sunset is usually the best time for proposals, and Little Palm can help you time the setup to match the golden hour.

3. Add Personal Touches. Share your story with Little Palm—they’ll help customize your setup with favorite colors, inside jokes, or sentimental details.

4. Celebrate After. Reserve a romantic dinner nearby (think: The Ocean House Restaurant or The Red Inn) or keep it casual with champagne and a cozy beach fire.

Let’s help you get the “YES” you’ll never forget!

Your proposal should feel personal, effortless, and magical. With Little Palm Picnics & Events as your secret weapon, you can create a proposal that’s Instagram-worthy and genuinely meaningful. Let us handle the details—while you handle the ring.

Contact Little Palm today to start planning the ultimate Cape Cod proposal that she’ll be talking about for the rest of her life.

Jillian Braga 5/6/25 Jillian Braga 5/6/25

Cape Cod Bachelorette weekend: What’s hot in 2025

Cape Cod remains a premier destination for bachelorette parties, offering a blend of New England charm, coastal beauty, and a plethora of activities. Whether you're seeking relaxation, adventure, or culinary delights, Cape Cod has something special for every bride and her tribe.

Where to stay

Choosing the right accommodation sets the tone for your weekend. For a more personalized experience, consider renting a beach house, allowing for shared meals and quality bonding time (our favorite Cape Cod vacation home rentals can be found here). Here are some top picks if you prefer to stay in a hotel:

Chatham Bars Inn: A luxurious resort offering spa services, fine dining, and beach access.
Bluebird Dennisport: A modern motel with a retro vibe, perfect for groups seeking comfort and style.
Pelham House Resort: Located in Dennis, this resort boasts oceanfront views and a heated pool.

Hungry??

Cape Cod's culinary scene is diverse and delectable. Some standout spots include:

The Lobster Pot (Provincetown): An iconic seafood restaurant offering fresh catches and waterfront views.
The Black Cat Tavern (Hyannis): A waterfront eatery known for its seafood and American fare.
The Naked Oyster (Hyannis): A cozy spot offering an extensive wine list and fresh oysters.
The Impudent Oyster (Chatham): A charming restaurant serving fresh seafood and classic American cuisine.
Cape Cod Donuts (Sandwich): Head to Cape Cod Donuts in Sandwich for fresh, made-to-order donuts that are hands-down some of the best on the Cape. Perfect for a morning pick-me-up or an afternoon treat.
Sweet Izzy Ice Cream (Harwich Port): Indulge in a delightful, guilt-free treat at Sweet Izzy, Cape Cod's premier 100% plant-based ice cream shop. Located in Harwich Port, this charming stand offers a variety of dairy-free, soy-free, and gluten-free ice cream options. From classic cones and soft serve to sundaes and milkshakes, every scoop is crafted with care and flavor.

Must-do activities

Cape Cod offers a plethora of activities to keep the party lively:

Stand-Up Paddleboarding with Peace Love SUP: Enjoy guided tours, sunset paddles, and even SUP yoga sessions tailored for bachelorette parties.
Brewery Tours with City Brew Tours: Embark on a guided tour of Cape Cod's best breweries, complete with tastings and behind-the-scenes insights.
Dune Tours and Clambakes: Experience the Outer Cape's unique landscapes with a guided dune tour, culminating in a traditional clambake.
Luxury Picnics with Little Palm Picnic Co.: Indulge in beautifully curated bachelorette picnics at scenic locations.
Private Boat Charters with Down Cape Boating: Set sail on a private charter, whether it's a sunset cruise or a day trip to nearby islands.

Keep in Mind…

Book Early: Accommodations and activities can fill up quickly, especially during peak season. Aim to book 4-6 months in advance.
Group Coordination: Use apps like GroupMe or WhatsApp to keep everyone informed and organized.
Stay Flexible: While it's great to have an itinerary, allow for spontaneous moments and relaxation.

Cape Cod offers a unique blend of relaxation and adventure, making it the perfect backdrop for an unforgettable bachelorette weekend. Cheers to love, laughter, and lifelong memories!

Jillian Braga 5/28/19 Jillian Braga 5/28/19

Planning the BEST Bachelorette Weekend on Cape Cod

It all begins with an idea.

Cape Cod is undeniably one of New England’s top destinations for Summer time fun. Within the Cape’s expansive borders, you are sure to find something for everyone, regardless of age, gender, or hobby. We have curated a break down of all of the BEST things to do, places to visit, food to eat, and accommodations to stay while your visiting! Call up the gals and get planning!

When should I plan to stay on Cape Cod?

If you are the kind of person who enjoys sunshine, warm weather, and the masses that come with the perfect beach day, then Summertime (Memorial Day through Labor Day) is for you! Summers on the Cape include weather that is nothing short of perfect, local businesses throughout that are open and running for the season, and the buzz of locals and visitors alike everywhere, at all times. Now, if you’re looking for good beach weather with fewer crowds and less traffic, then September is primetime for you. There is still plenty to do, beaches to enjoy, and great fun to be had. On the opposite ends of the summer months, you can test your luck on having good weather. May and October boast minimal crowds, but you face a higher likelihood of cool weather. During these months outside of the busy season, you may want to focus your plans toward non-beach activities while hoping to get lucky with a day of good weather where you could move your activities to the beach!

November through April is the offseason where the Cape takes a moment to rest and reset. Several businesses are closed for the winter, however, the beauty of Cape Cod remains. Quiet sunrises, slow mornings, and brisk air make for a cozy and memorable stay on Cape Cod.

Where do I start with planning?

Every great bachelorette trip takes planning, preparation, and, of course, an itinerary.

Pick a date: Start with a date range that works for your group (reference the seasonal pointers listed above to help determine which time of year you’d like to visit).
Lodging: After you’ve determined when you’ll be visiting, finalizing lodging is the next step! Cape Cod is rife with rental homes throughout the entire peninsula from Bourne to Provincetown that can be found on Airbnb, Vrbo, or local sites like WeNeedAVaction.com. If you’d prefer a hotel, fret not. There are plenty of hotels as well - some of our favorites are
Chatham Bars Inn
The Pelham House Resort
The Wequasset Resort
The Mirabeau Inn - just a short ride off Cape in Plymouth MA
Attractions: So now you have your date and your lodging sorted out, let’s get to the nitty gritty. What is there to do while we are visiting? The recommendations are endless… Early morning sunrises on the national seashore, ocean excursions (boating, whale watching, paddle boarding, kayaking, etc…), a visit to the Cape Cod Winery, delicious seafood, bistros and bars, line dancing with Salty Boots, fireworks on the beach, sunsets at the beach, a day trip to Nantucket or Martha’s Vineyard, dune buggy tours, regular live performances, and, of course, a picnic with us! We can host you right where you are staying, at a nearby beach, or even a park (shoot us an email for our recommendation for your specific needs!).

Don’t let the party stop while you’re getting around the Cape - ride to your excursions all together and party the whole way there with the Funk Bus! They have bus options that can accommodate up to 30 guests.

When you arrive, be sure to plan out stops at some of the BEST restaurants Massachusetts has to offer. There are so many options, allowing you to keep up with the daily themes of the trip… Fine dining for the night out when you and the girls want to dress up, bars and bistros for the late night party, classic Italian, American, and French food options for the night when you can’t decide what you’re in the mood for, and seafood for the relaxed night out by the ocean. Some MUST-VISIT food spots are