St. Maarten is the smallest piece of land shared by two sovereign states. Legend has it that the Dutch and French boundaries of the island were determined by two men who challenged one another in a race around the island, with the Frenchman walking faster and claiming more land. Legend or not, both the Dutch and French settled here in the 1630s and despite occupancy by the British twice, the Dutch and French have lived peacefully together ever since they arrived.
British Virgin Islands
Most Active or Strenuous
Minimal Activity Required
PRICE is per vehicle
This exclusive arrangement is designed to allow you the chance to customize your time ashore and discover the most interesting sights in the comfort and privacy of your own vehicle. With your private car and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore according to your own interests and sightsee at your own pace. See the most famous sights or go beyond to create your own intimate connections and unique cultural encounters.
The Executive Collection is recommended for the single/solo traveler, couples, family, friends, and special interest groups traveling together. It can also be an excellent choice for physically challenged guests.
Capacity: 2 guests
PLEASE NOTE: Private cars/vans/minibuses are ordered per vehicle (not per person), and only one person in the party need order the vehicle. The price shown is the total cost for the vehicle, driver and English-speaking guide. Kindly note, however, that in certain ports only a driver/guide will be assigned (one person), due to limited availability. Entrance fees are not included in this price, in order to provide you with the most flexibility. In many ports, the number of vehicles available is extremely limited; therefore guests are encouraged to make their reservation as early as possible.
Half-day private tours must depart between 8:00 a.m. and 9:00 am, or after 1:00 p.m.
Upon embarkation, please consult the Destination Manager onboard to personally discuss your itinerary requirements and set your departure time.
Experience St. Maarten’s newest attraction the Aerial Sky Explorer chairlift, accessible for everyone including disabled guests. Take a tranquil ride up 2 lifts spanning a totla of 2,997 ft. as the landscape unfolds below. A spectacular panoramic view on top of one of St. Maarten's highest mountains await you.
Board your air-conditioned transportation at the dock for a 30-minute ride to Rockland Estate.
You will be guided to the plantation house, built in the 1700s, to learn the powerful story of Trace Wilson, born into slavery on the estate in 1818. The museum will also showcase the legacy of Emilio Wilson, her descendant who later purchased the porperty and his generous contributions to the island that he loved, St. Maarten, The Friendly Island.
After a brief orientation, embark the Sky Explorer for the approximately 25-minute ride to Sentry Hill, one of Sint Maarten’s highest elevations at 1,115 feet. The experience encompasses 2 chairlifts as well as a series of platforms which encircle the mountaintop showcasing 360-degree views of the island including vistas of neighboring islands Saba, St. Eustatius and St. Barts and Anguilla.
When you are ready to descend simply board the Sky Explorer for the scenic trip down the mountain. Enjoy exploring the Estate and sampling St. Maarten delicacies, snacks and beverages at Emilio's restaurant (not included).
When you are ready to depart board air-conditioned transportation back to your ship.
Note: Flips flops are not allowed. Wear securely fastened shoes.
Enjoy the vastly different heritage and ambiance of the two nations that share the island: Dutch-influenced St. Maarten and French-inspired Saint Martin.
After departing from the pier, you will drive through the Dutch capital of Philipsburg, which separates beautiful Great Bay from the Great Salt Pond. During your drive across the island your knowledgeable and friendly guide will share with you stories about the island’s history and culture that will have you feeling like a local. Before long, you will make your first stop, pausing for photos at Harold Jack Hill. If it’s a clear day, you can spot the neighboring islands of Saba and St. Eustatius to the south.
Then, leaving the Dutch side of the island behind, you will cross the border into Saint Martin, the French side of the island. Arriving in Marigot, you will soon notice that it exudes a distinctly French flair in its cuisine, architecture and boutiques. Shopping reigns supreme as you will delightfully discover at the old town’s Marigot Market during your approximately one-hour of free time here.
Plenty of fresh produce and exotic spices are displayed in the colorful stalls, and the atmosphere presents an authentic slice of daily life, as most of the shoppers are locals. Luxurious French-made items such as perfume, jewelry and prêt-à-porter are sold in the designer boutiques nearby, so you will enjoy a wide selection of duty-free merchandise.
Continuing on to the eastern side of the island, you will enjoy a spectacular view of Orient Bay, an expansive area with five beaches and plenty of restaurants. On the return to the pier, you will pass the island’s first village, providing you with an historical perspective.
Please note: Walking on this tour is primarily at the guests’ discretion during the photo stops and free time in Marigot. There are some rough surfaces at the Orient Bay look-out. The tour is available to wheelchair guests who have a collapsible wheelchair, are able to make their own way on and off the coach and have an able-bodied companion to assist them. Those with mobility concerns are cautioned to carefully evaluate their personal level of stamina and ability. Light-weight, casual clothing; sun cap; sunglasses; sunscreen; and flat, comfortable walking shoes are recommended.
Spend as much time as you like relaxing on a floating platform in sheltered Little Bay, where you may sunbathe, dine by the tiki hut, or snorkel in the surrounding sea.
After departing from the pier in a water taxi, you will soon arrive at a thatched tiki hut floating on a platform in Little Bay. Upon arrival a full safety and information briefing will prepare you for a day full of snorkeling, relaxing and lots of fun! Think of it as a mini resort on the water. There are lounge chairs on the sundeck, umbrellas for shade, a bar and grill, and even a small saltwater swimming pool where you can practice snorkeling before heading into the sea.
The beauty of this excursion is that you can stay as long as you please. The shuttle back to the pier runs approximately every hour. Feel free to sunbathe on the platform deck, dine in the shade, and enjoy an icy-cold beverage.
The surrounding waters are typically calm as Fort Amsterdam peninsula shelters the bay. You can leisurely float around on a foam noodle or snorkel in the clear water. There is plenty to observe underwater, including a helicopter that has become an artificial reef, several cannons from the fort and an ever-changing panorama of marine life.
You may spot sea turtles, schools of blue tangs, French grunts and colorful parrotfish. Eagle rays also frequent these waters and are often seen gracefully swimming by or flapping their wings to bury themselves in the soft sand.
Whenever you are ready, you can board the next water taxi and return to the pier.
Please note: Walking on this tour is primarily at the guests’ discretion. Because the tiki hut is on a floating dock, there is movement and therefore, the tour may not be suitable for those with mobility concerns or those who suffer from motion sickness. The tour is available to wheelchair guests who have a collapsible wheelchair and an able-bodied companion to assist them. Swimwear worn under a cover-up; sun cap; sunglasses; sunscreen; a towel from the ship; and flat, shoes with a non-slip sole are recommended. There is no beach and the water surrounding the Tiki Hut is 15-20 feet deep. Those who take part in any water activities, do so at their own risk and responsibility. Flotation devices and snorkeling equipment are provided.
Unfurl your senses with a panoramic and family friendly adventure on board the tall ship Mercedes. Discover your inner pirate with a dynamic day of sailing and enjoy this scenic glide across dazzling turquoise Caribbean waters around the beautiful island of St. Maarten to Maho Beach where you can watch airplanes taking off and landing from the famous Princess Juliana International Airport. You'll be transported back to the buccaneer days of yesteryear on this fully square rigged tall ship, especially designed for day cruising and alongside a friendly and professional crew that adheres to the strictest international safety requirements. You'll even get the chance to help set the sails and then take the helm, as you navigate the ship along the island. Toast your sailing adventure with a welcome drink and relish the complimentary light snacks served on deck. Pass by real mega yachts at anchor in Simpson Bay. It's a journey you and your sailors won't soon forget.
Note: Guests prone to motion sickness should take precautions. Guests must be able to walk approximately 400 yards and climb a few steps on board. Bring sunscreen, hat and sunglasses and wear shoes with non-slip soles.
Drive through St. Maarten’s scenic routes while soaking up our island’s history.
Relive our ancestors past, learn of our struggles and get to truly understand how we got to where we are as the smallest island in the world that shares 2 countries.
This 2 nation historical tour takes you around the entire island with visits to 14 historical monuments in between our multiple photostops.
Drink in the gorgeous scenery on both the Dutch and French sides of the island and enjoy free time in cosmopolitan Marigot for shopping and perhaps a taste of French cuisine.
After departing from the pier, you will soon drive across the border from Dutch-governed St. Maarten into French-governed St. Martin, the less developed part of the island. The countryside along the way is wonderfully scenic, especially from atop Hope Hill, your first photo stop. From this elevated vantage point, you will enjoy a sweeping view of Orient Bay, the Caribbean’s version of the French Riviera.
Then it’s on to Marigot, the fashionable capital of Saint Martin. During leisure time, you may shop for duty-free merchandise, much of it imported from France such as perfume, jewelry and prêt-à-porter. There are also plenty of restaurants and smart cafés where you might sample the French cuisine or a local specialty such as spicy codfish fritters.
For a glimpse into the history and culture, there is the Saint Martin Museum. You might also admire the Creole-inspired architecture. The 19th-century facades of the buildings along the Rue de la République are particularly representative of colonial design.
Later, back in St. Maarten, you will pause once again for photos at Cayhill Lookout, which perches above spectacular Simpson Bay. Depending on the weather conditions, you may also spot the islands of Saba, St. Eustatius and St. Kitts to the southeast. Time permitting, the choice is yours to remain in Philipsburg to explore on your own, or return directly to the pier.
Please note: Walking on this tour is mainly at the guests’ discretion during free time in Marigot. There will be some uneven surfaces to negotiate. The tour is available to wheelchair guests who have a collapsible wheelchair, are able to make their own way on and off the bus and have an able bodied companion to assist them. Those with mobility concerns are cautioned to carefully evaluate their personal level of stamina and ability. Weather appropriate clothing; sun cap; sunglasses; and flat, comfortable walking shoes are recommended. The tour sequence may vary.
As an adventure-seeker you will simply love this new thrill ride that takes you on the Aerial Sky Explorer with the landscape unfolding below to the top of one of St. Maarten’s highest mountains. Then you’ll go flying back down on the world’s steepest zip line, the Flying Dutchman.
Board your air-conditioned transportation at the dock for a 30-minute ride to Rockland Estate.
Each adventure begins in this restored plantation house originally built in the 1700s. The Museum tells the powerful story Trace Wilson who was born into slavery on the property in 1818 and her direct descendant Emilio Wilson. You will see depictions of what life was like on a plantation and learn about the customs, traditions, lifestyle and stories that earned Sint Maarten the nickname ‘The Friendly Island.’
Embark the Aerial Sky Explorer for the approximately 25 minute ride to the top of Sentry Hill, one of Sint Maarten’s highest elevations at 1,125 feet. The experience encompasses two chairlifts as well as a series of platforms encircle the mountaintop showcasing 360-degree views of the island including vistas of neighboring islands Saba, St. Eustatius, St. Barts and Anguilla.
A brief orientation will prepare you to fly down the mountain on The Flying Dutchman; the world’s steepest zip line! You’ll be attached to a flight line in a secure harnessed chair, launching you on the 1050-foot drop in elevation over 2800 feet to experience the ride of a lifetime.
After your fun-filled adventure, souvenirs and attraction photos are available for purchase in the gift shop. Emilio’s Restaurant, nestled among authentic antique colonial walls, offers a menu of classic favorites with a new twist. Food and beverages are available for purchase.
When you are ready to depart, after exploring the estate, board your air-conditioned transportation back to your ship.
Note: No photo taking allowed on the zipline.
Walk along the ocean floor wearing a dive helmet that keeps your head completely dry so you can easily and comfortably observe the countless wonders underwater.
After departing from the pier in a water taxi, you will soon arrive at the floating Sea Trek platform and disembark for a brief orientation on helmet diving. Then you will descend into the water wearing a specially designed helmet that is connected to a breathing tube. Your head and face will remain dry in the helmet, so you can easily see the vast array of marine life underwater. You can even keep on your glasses, if you wear them.
As you walk effortlessly on the bottom of the ocean floor at depths up to 20 feet, a guide will point out the sights such as a sunken submarine, an ancient encrusted cannon, and a statue of King Neptune, the Roman god of the sea. You might even have your photo taken in the pirate jail.
Of course, there is no telling what marine life will swim by. You may spot sea turtles, schools of blue tangs, eagle rays, French grunts and colorful parrotfish. The waters off St. Maarten are teeming with exotic fish and other curious marine creatures that are typically undisturbed by your presence.
Following the helmet dive, you can continue to explore the underwater realm by snorkeling. Or simply relax on the Sea Trek platform while basking in the sun. Afterwards, you will cruise back to the pier.
Please note: Walking on this tour is mainly on the sea floor and at the guests’ discretion after the helmet dive. Participants will have to climb a 20’ ladder. The tour is not available to wheel chair guests, those with mobility concerns, those who have had recent heart surgery, have a pace maker, or suffer from epilepsy, severe asthma or diabetes. The tour is not considered suitable for women beyond their first trimester of pregnancy. The minimum age to participate is 8 years old and children under 18 years of age must be accompanied by an adult parent or guardian. Swimwear under a cover-up; sun cap; sunglasses; sunscreen; a towel from the ship; and flat, comfortable shoes are recommended. Water shoes and snorkel equipment are provided. SeaTrek will take underwater photos that are available for purchase (approximately $35 cash price) and loaded onto a USB card/ flash drive. There’s a 5% surcharge for credit cards.
Cruise a semi-submersible vessel through Grand Case Bay, observing the extraordinary marine life and then enjoy shopping in the French capital of Marigot.
After departing from the pier, you will soon drive across the border from Dutch-governed St. Maarten into French-governed St. Martin, the less developed part of the island. The countryside along the way is wonderfully scenic with dense forests and the occasional lake.
Before long, you will arrive in the former fishing village of Grand Case, where you will board the Seaworld Explorer. Developed to explore the Great Barrier Reef in Australia, this semi-submarine presents the natural wonders below the surface but without actually submerging.
Instead, the hull has been outfitted with large viewing windows, allowing you to observe the abundant marine life in air-conditioned comfort. A marine expert will be on hand to point out the different species thriving in Grand Case Bay and elaborate on their unique features.
After disembarking, you will drive to the Creole-inspired capital of Marigot. This attractive port city features sidewalk cafes, local restaurants, open-air market and duty free shops which you will have the opportunity to explore during free time. The boutiques carry an array of French fashions, exquisite jewelry and luxury goods from Europe. Many of the stores are in colonial-style buildings, which also house numerous smart cafés if you wish to sample the local cuisine.
Later, on the return to the pier in St. Maarten, you will pause for photos at the lookout at either Orient Bay on the island’s east coast or Cole Bay on the west coast.
Please note: Walking on this tour is mainly at the guests’ discretion during free time in Marigot. There will be a ladder to negotiate to enter and exit the submerged lower level of the semi-submarine. The tour is not available to wheelchair guests and may not be suitable for those with mobility concerns who are cautioned to carefully evaluate their personal level of stamina and ability. Weather appropriate clothing; sun cap; sunglasses; and flat, comfortable walking shoes are recommended. The tour sequence may vary.
Take an exhilarating ride off-road on an All Terrain Vehicle, which presents the opportunity to see less-traveled parts of the island, ranging from open fields to gorgeous beaches.
After departing from the pier, you will soon travel by convoy off into the surrounding countryside on a two-person All Terrain Vehicle (ATV) that is ideal for negotiating St. Maarten’s landscape. The stops along the way will vary immensely, providing you with a diversity of exhilarating experiences on the island’s roads and off-road.
Lame Shores offers one of the more unusual opportunities, as you will pause here to photograph and perhaps hold some marine creatures that thrive in the nearby waters. They often include hard-shelled conchs, five-armed sea stars and spiny sea urchins.
Later, travel through an open field as you make your way to lovely Orient Beach on the eastern shore of Saint Martin, the French side of the island. Often called the “French Riviera of the Caribbean” because of its natural beauty and the sunbathers’ carefree attitude, Orient Beach is wonderfully relaxing. Feel free to enjoy the crystal-clear, typically calm waters before taking a coastal route back to Philipsburg.
Please note: Walking on this tour is mainly at the guests’ discretion during the stops. There are uneven and sandy surfaces to negotiate and the ride can be bumpy. The tour is not available to wheelchair guests, those with mobility concerns, pregnant women, or anyone with back or neck problems. Light-weight casual clothing; sun cap; sunglasses; and sunscreen are recommended. Close-toe walking shoes or sneakers are mandatory. Open sandals and flip-flops are not permitted. Those who wish to swim should wear a bathing suit under their clothes and bring a towel from the ship. Guests who participate in any water activities do so at their own risk and responsibility. The ATVs carry 2 passengers and single participants may have to share with other guests. Drivers must be at least 18 years of age and have a valid drivers’ license. The minimum age to take part in this tour is 8 years of age. The maximum allowable combined guests’ weight per ATV is 600 lbs. The local operator requires all participants sign a liability waiver before being allowed to take part in the tour.
Discover the coastal beauty of St. Maarten during this relaxing snorkeling and beach tour aboard a fully-equipped catamaran.
Depart the pier aboard your catamaran, the 65-foot Golden Eagle, for a scenic cruise to a beautiful sandy beach on the calm side of the island. Keep your eyes peeled for dolphin, flying fish or an enormous whale in season.
Next, the Golden Eagle will anchor off an idyllic white sand beach. Upon arrival, you will have an opportunity to explore the island, sunbathe on the beach or snorkel in the crystal clear waters. After receiving your safety instructions, snorkeling and flotation equipment, you will enter the water to explore the local marine life. Your crew will provide assistance in the water, and throughout your cruise.
Following your snorkeling session, you will embark the boat for the return cruise to the pier. En route, you will be served a light snack and refreshments, accompanied by onboard music.
Please note: This tour is not recommended for guests with back and/or neck problems, guests with limited mobility or guests who utilize a wheelchair. The tour is located on the French side of the island, and some nudity may be observed. Operation of the vessel and beach selection is subject to weather and sea conditions. Guests are advised to wear a swimsuit under a cover-up, sunscreen, a hat, sunglasses and bring a towel from the ship. Participants may not exceed 250 pounds. This tour may not be exclusive to Regent guests. This tour operates subject to weather and/or sea conditions. Sea conditions may on rare occasions, make snorkeling more difficult and those who participate in any water activities do so at their own risk and responsibility. Guests must be able to swim from the catamaran to the beach. The local operator may require guests to sign a liability waiver before being allowed to participate. Beach chairs and umbrellas are not provided and marine life sightings are not guaranteed.
Experience the thrill of America's Cup racing during this memorable yachting adventure voted Best Shore Excursion in the Caribbean for the 10th consecutive year.
Depart the pier on board the tender vessel for the brief ride to one of Dennis Conner's America's Cup-winning yachts, the Stars & Stripes, Canada II or True North I. Upon embarking the yacht, you will receive your safety and racing instructions, then commence your exhilarating race in the warm blue waters and brisk trade winds of St. Maarten. You can help grind a winch, trim a sail, punch a stopwatch, or just sit back and relax with some refreshments. Prior sailing experience is not necessary to participate in this unique adventure.
Following the race, you will be invited to join in the complimentary victory rum punch party while you browse through the museum's souvenir boutique before being tendered back to the pier.
Please note: Guests do not have to be experienced sailors to participate in this unique and popular excursion, but should be in good physical condition. This tour is not recommended for guests with limited mobility or guests who utilize a wheelchair. Soft-soled shoes are required; no heels will be permitted on board the yacht. Operation of this excursion is subject to weather conditions. There are no restrooms on board the yacht. Participants must be at least 12 years of age. Guests must be at least 21 years of age to be served alcoholic beverages. This tour may not be exclusive to RSSC guests.