Let’s be honest—booking excursions through the cruise line isn’t always worth it. Sometimes they’re overpriced, overscheduled, or just not the kind of experience you want from your limited hours in port. Thankfully, not every island needs a guide holding a numbered paddle. If you’re someone who enjoys figuring things out yourself (with a little planning), these cruise ports are perfect for a DIY day ashore.
I’m sharing 10 Caribbean ports that are safe, manageable, and filled with fun things you can do on your own—whether you’re traveling as a couple, with teens, or with a big family crew. Some are walking distance from key attractions. Others have affordable taxis, water shuttles, or rental options. No tour bus necessary.
“To awaken quite alone in a strange town is one of the most pleasant sensations in the world.”
And if that town happens to have turquoise water, jerk chicken, and a $7 taxi to the beach? Even better.

1. Cozumel, Mexico
Cozumel makes it incredibly easy for cruisers to go at their own pace. The terminal area is clean and organized, and you’ll find everything from shops and margarita bars to beach clubs and taxis within a few minutes’ walk.
DIY Ideas:
- Taxi to a beach club. Places like Mr. Sanchos or Nachi Cocom offer all-inclusive beach days with food, drinks, and loungers. Prices are reasonable and taxis are regulated—just confirm the rate before you go.
- Wander downtown. You can take a short ride into San Miguel for local shopping, colorful photo ops, and a taste of authentic Mexican food.
- Rent a car or scooter. If you’re comfortable driving, it’s a great island for a mini road trip. Head to the wild east side for a quieter beach day.
2. St. Thomas, U.S. Virgin Islands
St. Thomas has a little bit of everything—beaches, shopping, and scenic viewpoints—all within reach of the cruise terminal. And since it’s a U.S. territory, no passport is required for Americans.
DIY Ideas:
- Honeymoon Beach on Water Island. Catch the water taxi near Crown Bay Marina for a short ride to this laid-back gem. The beach is peaceful, often uncrowded, and perfect for swimming or grabbing lunch at Dinghy’s Beach Bar.
- Skyride to Paradise Point. Near the Havensight port, this tram takes you up to a gorgeous overlook with frozen drinks and views of your ship.
- Beach hop. Taxis run fixed routes to popular spots like Magens Bay, Lindquist Beach, or Sapphire Beach—no need for a tour guide.
3. St. Maarten / St. Martin
One island, two cultures—Dutch and French. St. Maarten is a favorite for cruisers who like to explore independently. The water taxi system makes it easy to reach beaches and shopping within minutes.
DIY Ideas:
- Water taxi to Great Bay. The ride is quick and scenic, and it drops you near Big B’s Beach Bar (aka “Big Bastard’s”), where you can rent chairs, sip cold drinks, and swim just steps from the boardwalk.
- Walk to The Yoda Guy Museum. Sci-fi fans will love this quirky spot created by a former Star Wars artist. It’s small but memorable—and perfect for teens or film buffs.
- Check out the Pirate Museum. It’s just a short walk from port and surprisingly well-done, with real artifacts and fun interactive exhibits.
4. Aruba
Aruba is built for independent travelers. With a safe, walkable city center and reliable public transportation, you can see a lot in just a few hours.
DIY Ideas:
- Beach time at Eagle or Palm Beach. Both are postcard-pretty. Take a taxi or the public Arubus from downtown. Eagle is calmer and less crowded, while Palm Beach has resorts, water sports, and dining options.
- Stroll around Oranjestad. The capital is colorful and easy to navigate. You’ll find local aloe products, Dutch treats, and a free trolley that loops through town.
- Visit the Aruba Aloe Factory. This quick tour is educational and ends in a gorgeous gift shop full of natural skincare made right on the island.
5. Bonaire
Often overshadowed by Aruba and Curaçao, Bonaire is a quiet gem that’s ideal for adventure seekers and laid-back beachgoers alike.
DIY Ideas:
- Rent a golf cart. This is a fun and practical way to see the island at your own pace. You can drive out to the salt flats, spot flamingos, or stop at snorkel beaches with ladder access.
- Scuba or snorkel right off the coast. Bonaire is one of the top diving spots in the world, and many reef areas are accessible from shore. Equipment rentals are easy to find near the port.
- Explore the salt pans. The pink salt flats and white pyramids make for stunning photos and give you a glimpse into the island’s history and economy.
6. Nassau, Bahamas
Nassau gets a bad rap for being touristy, but it has a lot going for it—especially if you stay close to port or branch out strategically.
DIY Ideas:
- Visit the Pirate Museum. This interactive spot is a hit with kids and adults alike. It’s just a few blocks from the ship and dives into the island’s swashbuckling past.
- Shop the Straw Market. A classic Nassau experience. Expect some haggling and lots of souvenirs.
- Beach nearby. Junkanoo Beach is walkable and free, with chair rentals and snack shacks. Not the most pristine, but convenient for a quick swim.
7. San Juan, Puerto Rico
San Juan is a port where you can literally step off the ship and walk into history. It’s incredibly scenic, full of charm, and doesn’t require a rental car or shuttle to enjoy.
DIY Ideas:
- Explore Old San Juan on foot. Cobblestone streets, colorful buildings, and plenty of photo ops. Wear good shoes—it’s hilly!
- Visit El Morro or San Cristóbal forts. These massive Spanish fortresses offer history, ocean views, and a great way to let kids burn off some energy.
- Grab local bites. Try mofongo, empanadillas, or a piña colada (born right here). Many spots are casual and walkable from port.
8. Grand Cayman
Tendering ashore can be a minor hassle here, but once you’re on land, the experience is smooth and rewarding—especially if you plan it right.
DIY Ideas:
- Seven Mile Beach. Catch a shared taxi to one of the beach clubs. Some offer free entry with food or drink purchase, or you can rent chairs for the day.
- George Town shopping. Jewelry, local crafts, and rum cake samples galore.
- Snorkel from shore. Eden Rock and Smith Cove are accessible and offer good snorkeling without a tour.
9. Roatán, Honduras
Roatán feels like a hidden treasure, especially if you like beaches surrounded by lush greenery.
DIY Ideas:
- West Bay Beach. Some cruise lines dock at Mahogany Bay, others at Coxen Hole. Either way, a taxi can get you to West Bay—a top-rated beach with crystal-clear water and reef snorkeling right from shore.
- Local shops and eateries. You’ll find artisan markets near both ports if you want to pick up souvenirs or try local coffee.
- Gumbalimba Park (on your own). This eco-park has monkeys, parrots, and rope bridges. It’s great for families and reachable by cab.
10. Curaçao
Curaçao is bright, photogenic, and relatively low-key, which makes it great for strolling and beach-hopping without much hassle.
DIY Ideas:
- Walk across the Queen Emma Bridge. This floating pedestrian bridge links the two sides of Willemstad and offers great photo ops.
- Snap colorful architecture photos. The pastel waterfront is iconic and Instagram-worthy.
- Head to Mambo Beach. It’s farther from port, but still doable by taxi. You’ll find beach clubs, restaurants, and calm swimming areas.
Final Thoughts
Not every port needs a prepaid excursion to be fun and memorable. These islands offer the flexibility to explore at your own pace—whether that means lounging on a beach with a rum punch, diving into a quirky museum, or grabbing street food and soaking up the culture.
Planning a Caribbean cruise? I’ve got printable port day planners and tips for making the most of your time ashore—without the stress of rushing back to the ship.
Let me know which port you’re most excited about in the comments or on Instagram @OptimizedTrips.