Top St Maarten Day Trips

Two Islands, Twice the Fun

Anguilla In Style

6 hoursFree Cancellation

4.9

(412)

from $149

Maho Beach St Maarten on a no cruise ship day

Reaching Anguilla’s most beautiful bays and beaches isn’t easy without a boat. This full-day powerboat excursion from Simpson Bay in St. Maarten gives you direct access to remote stretches of coastline, with multiple stops for swimming, snorkeling, and relaxing around the island. Enjoy lunch served onboard and sip from drinks served at the open bar throughout the day—while the crew handles all the navigation and logistics.

(590)

from $60

Anguilla Getaway Cruise

All In One Island Tour of St. Martin | St. Maarten

(761)

from $149

Price varies by group size

(189)

from $70

Special Offer

St Maarten Island Tour with Maho Beach and Marigot

Want to see the best of St. Maarten in one exciting day? Perfect for first-time visitors, this highlights tour takes you to the island’s top attractions, including Cole Bay, Topper’s Rhum Distillery, Maho Beach, monuments, museums, and beaches. Learn about the island’s culture and history from your friendly guide while enjoying air-conditioned transportation between stops, so no sore feet or stress. Shop for souvenirs and duty-free treats, relax with a cooler of complimentary drinks including water, soda, beer, and rum punch, and soak in the island vibes. Ideal for cruise passengers or hotel guests, this tour combines adventure, culture, shopping, and relaxation into one seamless, unforgettable experience.

St Maarten Island Tour with Maho Beach and Marigot

Get a taste of local culture and history with this highlights tour of St. Maarten. Ideal for first-timers to the island, enjoy an itinerary that includes monuments, museums, and beaches, as well as opportunities to shop. Learn about St. Maarten directly from your guide as you visit Cole Bay, Topper's Rhum Distillery, and Maho Beach. And don’t worry about getting sore feet when going to each destination, with transportation provided between attractions.

St. Maarten Best Island Tour

Topper's Rhum Distillery Tour in St Maarten

4.5

(1,205)

from $60

1 hour 30 minutesFree Cancellation

4.9

(1,011)

from $39

Our Tours are one of a kind. our goal is to give you the best experience tour you have ever gotten in your entire life. we focus on Fun, Education and more Fun. what makes us different then the rest tour companies is we make sure you leave St.Maarten with a big smile on your face. Our tours are educational and exploring the most amazing Island views and Beaches that St.Maarten has to offer. Our tour comes with free cold beverages throughout the entire tour.

St.Martin/St.Maarten Magical Tour

2 to 5 hoursFree Cancellation

4.7

(43)

from $75

Sail by catamaran to Anguilla and Prickly Pear on this full-day adventure from St. Maarten. Cruise over to the Prickly Pear Cays to snorkel among the tropical fish and abundant coral. Enjoy an open bar and snacks as you head for Anguilla to explore the undersea life there. We will also enjoy a buffet-style lunch onboard, and toast the sunset with Champagne on the way back to St. Maarten's docks.

Ultimate Prickly Pear and Anguilla Experience

8 hoursFree Cancellation

4.7

(537)

from $149

Private Custom St Maarten Nightlife Tour

Get to know St Maarten's nightlife on this private 5-hour tour from Philipsburg. With your dedicated guide, decide how you'd like to spend your evening: relaxing in a mellow beach lounge, getting wild on the dance floor or hitting up some of the favorite local watering holes. Get around the island in a clean, comfortable private vehicle and take advantage of your local guide/driver's expert knowledge of the nightlife scene. Round-trip transportation from Philipsburg hotels is provided.

Private Custom St Maarten Nightlife Tour

Just north of St. Maarten, the stunning island of Anguilla awaits—known for its powdery white-sand beaches, turquoise waters, and relaxed Caribbean charm. Embark on an unforgettable journey aboard our spacious and powerful catamaran, where you’ll experience the very best of Anguilla in comfort and style. With indoors and outdoor seating our catamaran’s stable design and smooth cruising speed of 15-20 knots promise a comfortable ride over gentle Caribbean waves. Highlights include: • World-Famous Beaches – Sink your toes into the soft sands of the many beautiful beach. • Snorkeling and Swimming – Explore Anguilla’s vibrant underwater life with snorkeling gear included. • Full Bar & BBQ Lunch – Enjoy our signature cocktails and a delicious BBQ lunch onboard. Whether you’re seeking relaxation or adventure, our Anguilla Day Charter is your ticket to paradise. Limited spots fill quickly, so book now!

4.0

(1)

from $360

Per group

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Your Day of Paradise Includes: The Scenic Sprint: We start from St. Maarten at 9:00 AM sharp. Feel the salt spray and the Caribbean breeze as we cross the turquoise blue—but don't blink, because this paradise waits for no one! Island Secrets Unveiled: Hop off the boat and into our guided sightseeing tour. We’re taking you deep into the heart of Anguilla for a 2-2.5 hours bus tour of hidden gems, breathtaking vistas, and exclusive shopping stops you won't find in the brochures. Snorkeling and Beach top: This is the moment you’ll be talking about all year. Dive into the crystal-clear sanctuary of Anguilla. Whether you want to glide over vibrant reefs with our complimentary snorkeling gear.

(452)

from $169

Anguilla Explorer Land and Sea Excursion

Experience the thrill of Maho Beach on this tour that also sees you visiting Cole Bay’s panoramic views and the hustle of French-influenced Marigot or Philipsburg’s shopping centers. Here you will find local art and food, and enjoy mixing with the locals. Then, you will get to experience the island’s main attraction, Maho Beach, where low-flying planes and crystal waters make this an entertaining lunch spot (own expense) where you can enjoy a selection of complimentary beverages (water, sodas, beers, punch).

(47)

from $159

St. Maarten Maho Beach Tour

6 hoursFree Cancellation

4.1

(26)

from $40

From Sint Maarten, enjoy a scenic 1 hour and 15 minute boat ride to Saint Barthélemy, also known as St. Barth’s—famous for its beautiful beaches and relaxed luxury atmosphere. Your first stop is Gustavia, the island’s charming harbor town, where you’ll have free time to explore boutiques, cafés, and the waterfront. Next, we head to Colombier Beach, a quiet bay perfect for swimming, paddleboarding, or relaxing while lunch is served onboard. We then cruise to Île Fourchue, an uninhabited island known for clear water and excellent snorkeling. Enjoy marine life, floating in the calm bay, or relaxing onboard with drinks and music before returning to Sint Maarten. Included: Open bar with cocktails, liquor, beer, soft drinks, juice, and water; BBQ lunch with Jamaican curry chicken skewers, garlic shrimp skewers, Greek pasta salad, and baguette; fresh pineapple; snorkeling gear, floats, lily pad mat, noodles, flotation vests, and paddleboards; experienced captain and crew.

Boomerang's Best of St. Barths

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy all the beauty our island has to offer in the privacy of your own group. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. All our day charters come with our selection of drinks and snacks, and plenty of activities for you to enjoy such as snorkeling gear, swimming noodles, paddle board and a floating mat (or should I say floating bar)!

(8)

from $189

Mojito - Full Day Private Catamaran Cruise - St Maarten

Mojito - Full Day Private Catamaran Cruise - St Maarten

8 hoursFree Cancellation

Price varies by group size

(23)

from $1,100

Drive your own UTV and discover the best of St. Maarten in one exciting adventure around the island. This guided tour combines breathtaking viewpoints, famous beaches, hidden gems, and local flavor all in one experience. From Mullet Bay, Marigot Fort, Pic Paradis, Orient Bay, Le Galion, Moses Walk, Dawn Beach, and Great Bay to the iconic “Man on the Chair” statue, guests enjoy a fun and scenic ride with plenty of photo stops. The tour also includes a delicious BBQ lunch plus unlimited water and snacks, making it the perfect mix of sightseeing, adventure, and island culture. Your route is designed to go against the usual traffic flow, allowing guests to avoid the main traffic jams and enjoy a smoother, more relaxing island experience.

UTV St Maarten St Martin Guided Tour

Planning a day trip in St. Maartens that includes visiting a craft brewery, grabbing lunch, and watching planes take off from the beach usually involves a lot of planning and separate taxi rides—not easy with limited time to spare. Ideal for anyone looking to maximize their vacation time, this shared combo tour combines beer, burgers, and beaches and includes air-conditioned vehicle transfers.

(3)

from $145

St Maartens Brewery, Burger Lunch, and Beach Combo Tour

St Maartens Brewery, Burger Lunch, and Beach Combo Tour

St. Maarten 6 Pack Island Tour

3.8

(4)

from $100

Two nations, one island, one perfect day. IslandGo takes you on the ultimate highlights tour of Saint-Martin stunning beaches, fascinating history, and authentic Caribbean culture all in one unforgettable experience. From the breathtaking views of Cole Bay to the world-famous Maho Beach, the charming French capital of Marigot, and the turquoise waters of Orient Bay your local guide brings every stop to life with real stories and insider tips. Air-conditioned van stay cool all day Complimentary drinks all day rum punch, sodas, cold beverages Hotel & cruise port pickup included Perfect shore excursion back to port on time, guaranteed Small group personal, relaxed, never rushed Multilingual guide English, French, Spanish, Italian & Dutch

(82)

from $62

Discover St. Maarten Both Sides One Perfect Day

Discover St. Maarten Both Sides One Perfect Day

4 to 5 hoursFree Cancellation

1.0

(1)

from $55

Private Boat tour to Anguilla from St. Maarten

Enjoy a private speed boat charter to Anguilla from St. Maarten, fully customizable to your preferences. Discover Anguilla’s most stunning beaches, crystal-clear waters, and hidden bays with your professional captain. Whether it’s snorkeling, swimming, sunbathing, or just cruising around, we’ll help plan the perfect day with great recommendations and hidden gems. Kick back with a fresh drinks and snacks while enjoying the clear blue water with your crew. It’s your boat, your adventure, let the good times roll! The itinerary is fully customizable depending on weather conditions and guest preferences. Stops may vary while remaining within Anguilla waters.

Private Boat tour to Anguilla from St. Maarten

St Maarten – St Martin has a unique and fascinating cultural heritage, our local identity. One Island, One People! Our cultural heritage is rich with generational lessons of flora and fauna, food and drink, music and dance, language and trade. As Sint Maarteners, we have much to be proud of. The history of our people is embedded in the stories of our ancestors, the music and dance of our souls, the food and the remedies of our soil, and the occupation of our hands. The cultural heritage of a nation or region is not solely composed of monuments and museum collections, but also of living intangible expressions inherited from our ancestors and passed on to our descendants. Intangible Cultural Heritage (ICH) has been recognized because of its value to the people of every nation, creed and tongue. Our half day Cultural Heritage Tour is very informative, for the mind, the body, the eyes as well as the taste buds.

(3)

from $1,641

Per group

St.Martin-St.Maarten: Small Group, Cultural Heritage Tour

5 hours 30 minutesFree Cancellation

Renting a boat in the Caribbean can be pricey and you’d have to worry about who would drive and navigate. This Tintemarre Island Catamaran Sailing Experience takes the stress out of planning by taking care of all the main details like your route and lunch. Stop at Long Bay, Creole Rock, Grand Case, and Tintemarre, and along the way, enjoy an open-bar, an attentive crew, and comfortable seating. Please note this tour operates only until August.

(1)

from $159

Catamaran Day Sail

ATV and Boogie Guided Tour in Sint Maarten

4.9

(48)

from $125

4 to 6 hoursFree Cancellation

See the Planes Adventure on Orient Beach

(57)

from $170

Per group

St. Maarten 6 Pack Island Tour

4.6

(8)

from $45

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Top Attractions in St Maarten

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Attractions

What are people saying about St Maarten

KeAira_C, Aug 2026

The best island tour I’ve had!!

CUTTA was the type of tour guide you want when touring an island!! He was very knowledgeable, very kind, and overall had a good energy that kept the group engaged!! The tour itself was PERFECT!! You had enough time at each stop to take Photos, and engage in the moment or activity!! Don’t just look go ahead a book!! Also beverages were included!!

St. Maarten Best Island Tour

Saja_C, Aug 2026

Amazing Way to See the Entire Island! 🇸🇽🌴

This was honestly one of the best things I did in St. Maarten! The Best Island Tour is such a great way to see both the Dutch and French sides of the island in one day. We visited Maho Beach to see the famous planes, explored Marigot, stopped at Orient Bay (nude beach), visited Topper’s Rhum Distillery, and had opportunities for beautiful photos, shopping, and sightseeing along the way. Our tour guide Cutty was AMAZING! He was funny, knowledgeable, professional, and incredibly accommodating. He shared so much history and information about the island while keeping the tour fun and engaging. He also offered us drinks on the van. The transportation was comfortable, the pace was great, and I got to see so much of the island without feeling rushed. If you’re visiting St. Maarten for the first time, I highly recommend doing this tour early in your trip so you can get a feel for the island and decide what places you want to come back to. The tour was 10/10 and would absolutely recommend Presidential Tours.

Billy Bones St.Maarten Getaway for CRUISE SHIP GUESTS

Evan_P, Aug 2026

Best Ever

The BEST … could not ask for more. Nacho and our captain (I can’t remember his name - big funny guy) … small and private not 100 people. Great music. Great drinks. They were fun, funny and super friendly. Knew the spots, gave info, made us laugh. Only regret, we couldn’t go even longer.

Boomerang's Best of St. Martin/Maarten: Swim with Turtles

MaryEllen_M, Jul 2026

Just do it

Toby, Leo and Deanna made our experience better than we could have ever anticipated. The boat ride was spectacular with so many great stops. The time at each stop was perfect. We thoroughly enjoyed the lunch and drinks provided. The experience was very organized, well thought out and most importantly fun. My 5 year old had the time of her life. We felt safe, comfortable and enjoyed every moment thanks to the wonderful crew. We will definitely book another boat ride with Boomerang when back in St. Martin again.

Billy Bones St. Maarten Getaway , Snorkeling with Turtles

Calene_V, Jul 2026

Great family boat tour!

We had the best time snorkeling! Jed and Gabriel were terrific hosts- even teaching my older kids some diving and backflip techniques off the front of the boat. Swimming with sea turtles was very special. The lunch was delicious in Grand Case too! We had kids ages 12-25- all had a wonderful time!

The Best of St Maarten Private Sightseeing Tour

alexus_s, Jul 2026

We had an amazing...

We had an amazing experience with our tour guide, Raj (hope I’m spelling your name correctly!). He was incredibly personable, knowledgeable about the island, and made the entire tour enjoyable from start to finish. You can tell he genuinely loves sharing the history, culture, and hidden gems of the island. The van was spotless, comfortable, and ice-cold, which made a huge difference in the Caribbean heat. If you’re visiting the island, this tour is an absolute must. I highly recommend asking for Raj, you won’t be disappointed!

Anguilla In Style

Scottye_C, Jul 2026

Perfect day with an awesome crew!

What a great experience. Anthony and Kevin were awesome! We visited four different places. One of the places we saw a moray eel, octopus, and a bunch of fish. The food was great and drinks were aplenty. Just all around a great trip! You can tell that they want to provide the best experience possible and aren’t just going through the motions. Highly highly recommend.

FUN DAY St.Maarten Island Sightseeing Tour with Beach

Dustin_D, Apr 2026

Great tour

This was a great experience to learn about the Island, culture, history, and see many of the sites. Our Driver was Eetiem (I’m sure I did not spell that correctly). He was great. We also got to spend time on 2 great beaches and a shopping center. Our 13 year old got bored on the drive but overall it was great.

Ultimate Prickly Pear and Anguilla Experience

Sanj_G, Mar 2026

Awesome trip!

What an awesome trip. The Eagle Tours team were fab and professional. The facilities on the catamaran good, food and beverages excellent. A proper over 8 hour trip first to Prickly Pear for a snorkelling stop then over to Meads bay on Anguilla with pristine clear water and beautiful sand. Then back. Options to get off in Philipsburg at the end or back to the start point at Bobby's marina. The photos don't do it justice. Just book it! Btw if you're driving, there is parking at the Marina for 2 EUR per hr, just pay at the kiosk on the way out.

ATV and Boogie Guided Tour in Sint Maarten

Deanna_S, Dec 2025

Great experience and...

Great experience and wonderful customer service! We were offered pickup and drop off from and to our hotel which was very appreciative; sherry was an amazing and knowledgeable guide where we saw numerous places through both sides of the island. Each location was enjoyable with beautiful weather! Driving the atv was smooth with detailed and safe instructions; would do this activity again :)