Top Caribbean Private Sightseeing Tours

Charter your very own catamaran to sail across the turquoise blue waters of the Caribbean. This 3-hour rental is for up to 18 of your closest friends and family and includes a crew and snorkeling gear. Customize your itinerary with the skipper and enjoy complimentary snacks and an open bar as you sail around Punta Cana and soak up the warm sun.

Experience one of the Americas’ oldest cities, San Juan, on a sightseeing tour. After a convenient hotel pickup, travel by private luxury vehicle with a personal guide to Old San Juan, Isla Verde, Santurce, and other important districts in Puerto Rico’s beautiful capital. Learn about the city’s culture while visiting historic landmarks, trendy neighborhoods, art galleries and museums, and beautiful beaches—all on one fun and hassle-free outing.

Benefit from personalized attention and a flexible itinerary on this private, half-day sailing and snorkeling expedition from Grace Bay. Enjoy views of the beach and sister islands around Providenciales, as well as dolphins, rays, and turtles. Sunbathe on the catamaran's deck, sip rum punch, and munch on sandwiches, chips and salsa, and fresh fruits. Set anchor at the captain's favorite spot to swim and snorkel using the provided equipment.

Experience San Juan, Puerto Rico; one of the Americas’ oldest cities on a slow paced tour specialy oriented to having you create your own ever lasting momentos and capture pictures while discovering how us, fellow american citizens lived 400 years of struggles with Spain, how we have flourished after becoming part of USA and how you can help us stop inequality a d keep being considered an alien race and uncivilized by the territorial clauses of the 1930's wich still rule us as a Comonwealth of the USA. Learn about the city’s history and must see buildings like San Cristobal and El Morro Forts, El Convento, Saint John's Cathedral and monuments like Ponce de Leon square and La Rogativa by the hand of our historians while driving it's narrow streets. After that visit new San Juan's main touristic areas of Condado where you will get to know historic landmarks and buildings in a relaxed and fun way. 

Charter a catamaran to explore the coast off Punta Cana with your friends and family on this 4-hour private excursion. Dive off the boat to interact with gentle stingrays or snorkel alongside schools of tropical fish and magnificent coral reefs. Stop at the natural swimming pool to relax and take in the scenery. Sip domestic drinks from the open bar while listening to music, dancing and playing games with your group. Choose between two boats. Use of snorkel equipment and round-trip transportation from Punta Cana hotels are provided.

Get crystal-clear views of the Dominican Republic's underwater world during this 3-hour private glass bottom boat tour. Go snorkeling at one of the island's stop sites, slipping on the provided gear to see vibrant coral reefs inhabited by schools of tropical fish. Visit a marine park that's home to gentle stingrays. Listen to island rhythms and sip the local drink, mamajuana, during your return trip to the marina. This private excursion is customizable and ensures personalized attention from your crew. Open bar on board the boat and round-trip transportation from Punta Cana hotels are included.

Collaborate with your guide to create a tailor-made sightseeing experience on Curacao with this private half-day tour. Plan ahead to make time for must-see sights like the Queen Emma Bridge and Mambo Beach, or let your guide know your general interests and wing it with a local for a spontaneous day of sightseeing.

Customize an itinerary in Aruba for you and your family on this private tour of the island. Travel in a comfortable, family-friendly minivan to destinations of interest; you can choose your own schedule or the guide can create one based on your preferences. Highlights can include Alto Vista Chapel, the Natural Bridge, Casibari Rock Formation, and others. Hotel pickup and drop-off in Oranjestad included.

Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the Cayman Islands Yacht Club and speed away with the captain and crew to this popular Grand Cayman destination. In 3.5 hours you’ll have time to spend frolicking at the stingray sandbar then snorkel among tropical fish and relax at Starfish Beach.

Explore Montego Bay without getting lost on this personalized sightseeing tour, a great choice for a shore excursion or for first-time visitors. Travel between attractions with ease in an air-conditioned minivan and customize your itinerary according to personal preference—visit the attractions that interest you and skip the rest. Plus, round-trip transportation from your hotel or the cruise port in Montego Bay is included.

See the sights of St Maarten on a private island tour that provides the flexibility to customize your itinerary to suit your interests. With a private guide, travel to locations such as Great Bay, Oyster Pond, Cole Bay Hill, Orient Beach and the market in Marigot. Enjoy panoramic views, photo ops of the coastline and one of the island’s top experiences—watching planes fly overhead at Sunset Beach. Pickup and drop-off is at the cruise port.

Escape the crowds in San Juan with a small-group trip into Puerto Rico's mountains and a less-traveled beach. After a pickup at a central location in San Juan, Condado, or Isla Verde, head to Gozalandia Waterfall to take a dip in the refreshing water or just admire the lush view. Then drive to Cerra Gorda Beach for lunch (your expense) and time for relaxation, before being returned to your pickup point.

We offer Upscale Private tours guided by our friendly and professional guides. We will take you along our carefully designed route so you can visit the most important touristic attractions helping you create unforgettable memories.

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful marina in the Caribbean. Leaving Castries we will pass the Banana plantation near Roseau Valley. I will will give you brief information on our main export crop. You will have the opportunity to taste our sweet ripe banana and also view different craft made out of the dry banana leaves. The Drive continues to Anse Raye a fishing village home of the famous Sea Food Friday Festivals. Then to a smaller coastal fishing village of Canaries, a real taste of St. Lucia and also the home of the freshly baked cassava bread. Our final Stop will be the beautiful town of Soufriere. We will make brief stop at the viewing point to take some photos. There is an amazing view of the Twin Peaks rising 2400 ft from the sea, The Piton are designated a UNESCO World Heritage Site. YOU HAVE THE OPTION TO PICK THREE (3) PLACES YOU WOULD LIKE TO VISIT.

Enjoy a day on the water with your private party during this fully flexible boat charter. With a staff dedicated to your care, you'll get personalized attention as you explore St. Thomas' waters. Focus on sights and destinations that interest you; you can go hiking, cliff-jumping, snorkeling, or beach-hopping.

This private tour of Antigua’s highlights and hidden gems allows you to fully customize the day's itinerary according to your interests. In addition to navigating while you take in the scenery, your guide offers anecdotes about the island’s top landmarks, from Nelson’s Dockyard to Devil’s Bridge. The tour includes round-trip transport, an open bar and all necessary admission tickets.

Take a guided tour of Montego Bay on your own terms with this private, customizable tour of the coastal city's highlights. You'll have half the day with your guide and driver, with the chance to go shopping, try local cuisine (own expense,) or just check out area viewpoints and other attractions.

Have a wonderful time with friends and family by cruising around Aruba in your private boat on a 26 ft Bayliner deck boat. Create the perfect itinerary with your captain and enjoy a customized tour. Put on your snorkeling gear and descend under the crystal-clear turquoise waters and immediately find yourself transported into an underwater paradise on this fun and interactive water excursion. In these shallow waters of Catalina Bay you will brush up on your snorkeling skills as you spot angel fish, damsel fish and more swimming around sea fans and coral. New to snorkeling. Not a problem! Your experienced captain and guide will patiently work with you to make sure you have a safe and enjoyable experience. We can accommodate up to 10 people on our Bayliner. EVERY ADDITIONAL PERSON is $35. (Babies 0-2 years free)  EVERY EXTRA HOUR $125.00 per booking. Please let us know if you would like to add extra time. The balance can be paid in cash on the beach, on the day of sailing

Enjoy personalized attention and a customized itinerary during this 6- to 7-hour private sightseeing tour of the island. Let your dedicated guide know what your interests are, and they'll plan a day just for you and your private party of up to 12 people.

Get personal attention from the crew and enjoy a flexible itinerary on this private boat charter from the Bahamas. Once aboard, get views of the coastline and epic photo ops, then choose from a long list of activities. Take advantage of the boat's fishing equipment for some deep-sea action, go snorkeling, or hop from beach to beach. One or two activities fit in the customizable half-day itinerary.

This private, fully-customizable tour of Curacao lets you enjoy the island your way. Get all the benefits of exploring on your own—like a flexible start time, customizable itinerary, and private transportation—plus the insight of a guide who knows the best ways of getting around and can share an insider’s perspective on landmarks, culture, and history.

Let a private driver be your personal guide on a half-day island tour of Barbados. Customize your own sightseeing itinerary to places such as Harrison's Cave, Hunte's Gardens, St, Nicholas Abbey, or Barbados Wildlife Reserve. Simply tell your guide what type of sites you want to visit or your guide will offer suggestions based on your interests. Pricing is per group, based on a maximum of 4–12 people.

Enjoy personalized attention and a fully customizable itinerary on this half-day private tour of St. Lucia. Choose to visit Marigot Bay, the Governor General Mansion, the Sulphur Springs, or the island's largest banana plantation, among other options. Beverages provided; round-trip private transportation from your hotel included.

The Lady Anne is an amazing 50ft Power Catamaran, with all the luxuries on board. Our crew go above and beyond to make every trip a special one tailoring each to exactly what guests want to do. You escape the crowds whilst visiting the most amazing locations with unbelievable scenery. With an onboard open bar, hors d'oeuvres, and options for delicious lunches depending on your tastes, a day out on the Lady Anne is one you will never forget! Our rates are up to 12 passengers we can accommodate more at an additional cost.