Top Caribbean Private Sightseeing Tours

Q: What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are: City Tour, Beach & Snorkeling at "Love Beach" in Nassau, Bahamas Bus for a Day (Shore Excursion) Tasty Rythm and Rock Tour Cigar Rolling Lesson and Wine Blending Class Private St John Tour including Trunk Bay

Q: What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found …More

Kralendijk, Bonaire

5.0 (2)

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$325

Private Driver in Aruba:4 Hour Custom Itinerary Transport

Enjoy the comfort of a private minivan and a professional driver for your private group. You choose the destinations—whether it is the beach, shopping, or …More

Palm - Eagle Beach, Aruba

5.0 (3)

Private Driver in Aruba:4 Hour Custom Itinerary Transport

Enjoy the comfort of a private minivan and a professional driver for your private group. You choose the destinations—whether it is the beach, shopping, or...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$325

Parasailing, Sea Tubing & Jet Ski from Montego Bay- Private tour

Board a boat and listen to a brief safety explanation about parasailing, before putting on the harness and enjoying a 15 minute flight above the …More

Montego Bay, Jamaica

5.0 (3)

Parasailing, Sea Tubing & Jet Ski from Montego Bay- Private tour

Board a boat and listen to a brief safety explanation about parasailing, before putting on the harness and enjoying a 15 minute flight above the...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$325

=Indulge in an exclusive and personalized snorkeling adventure tailored to your desires. Upon arrival at the private pier, enjoy a warm welcome with refreshing cold …More

Premium 2-Hour Private Charter in Montego Bay with Open Bar

=Indulge in an exclusive and personalized snorkeling adventure tailored to your desires. Upon arrival at the private pier, enjoy a warm welcome with refreshing cold...

3 hours Free Cancellation

from
$327

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the …More

5.0 (52)

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the...

7 hours 30 minutes Free Cancellation

5.0 (52)

from
$416

Bob Marley Nine Mile and Dunn's River Falls Tour From Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Montego Bay, Jamaica

4.7 (15)

Bob Marley Nine Mile and Dunn's River Falls Tour From Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (15)

from
$330

Enjoy a 2 to 4-hour private wildlife tour on a 23ft boat. Observe diverse wildlife, including birds, manatees, caimans, and turtles, while cruising in 100% …More

4.3 (4)

Backwater Wildlife and Boat Tour

Enjoy a 2 to 4-hour private wildlife tour on a 23ft boat. Observe diverse wildlife, including birds, manatees, caimans, and turtles, while cruising in 100%...

2 to 4 hours Free Cancellation

4.3 (4)

from
$330

Dunns River Falls, Rafting, Zipline & Horseback from Montego Bay

4 exhilarating experiences in the same day! Come join us on the adventure of a lifetime climbing the world-famous Dunn's River Falls. Enjoy an exhilarating …More

Montego Bay, Jamaica

5.0 (3)

Dunns River Falls, Rafting, Zipline & Horseback from Montego Bay

4 exhilarating experiences in the same day! Come join us on the adventure of a lifetime climbing the world-famous Dunn's River Falls. Enjoy an exhilarating...

4 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$335

Jungle Zipline and River Tubing Private Tour

Experience our Jungle Zipline & River Tubing Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make …More

Lucea, Jamaica

Jungle Zipline and River Tubing Private Tour

Experience our Jungle Zipline & River Tubing Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make...

5 hours Free Cancellation

from
$338

ATV, Bamboo Rafting, Horseback Ride From Montego Bay- Private

St. Ann, arguably the largest parish in Jamaica is known for its beautiful and wide variety of flora including over 300 species of ferns. It …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting, Horseback Ride From Montego Bay- Private

St. Ann, arguably the largest parish in Jamaica is known for its beautiful and wide variety of flora including over 300 species of ferns. It...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$345

Aruba UTV Rental: 4-Seater for Adventure Exploration

Rent a HOND PIONEER 700 HONDA PIONEER (4 passenger) model and explore our beautiful Island at your own leisure. Comfortably cruise along our beautiful coast line …More

Palm - Eagle Beach, Aruba

4.9 (525)

Aruba UTV Rental: 4-Seater for Adventure Exploration

Rent a HOND PIONEER 700 HONDA PIONEER (4 passenger) model and explore our beautiful Island at your own leisure. Comfortably cruise along our beautiful coast line...

8 hours Hotel pickup offered Free Cancellation

4.9 (525)

from
$349

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you …More

Puerto Plata, Dominican Republic

4.8 (5)

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$349

Evening Experience - St. Thomas USVI(3hrs)

Make your evening in St. Thomas one to remember. As the island transitions from day to night, enjoy the freedom to create an evening that …More

Cruz Bay, US Virgin Islands

5.0 (3)

Evening Experience - St. Thomas USVI(3hrs)

Make your evening in St. Thomas one to remember. As the island transitions from day to night, enjoy the freedom to create an evening that...

3 hours Free Cancellation

5.0 (3)

from
$349

Discover Old San Juan Private Historical Tour by Can Am UTV

Explore San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, shady plazas, cool cocktail …More

4.6 (80)

Discover Old San Juan Private Historical Tour by Can Am UTV

Explore San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, shady plazas, cool cocktail...

2 hours Free Cancellation

4.6 (80)

from
$350

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and …More

4.9 (35)

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and...

2 hours Free Cancellation

4.9 (35)

from
$350

The Grand Circle 12-Hour All-Inclusive Island Experience

The Grand Circle Island Tour is a PRIVATE sightseeing "Dawn to Dusk" experience like none other, created by David, a Canadian/Trinbagonian tour operator. The tour …More

Speyside, Trinidad and Tobago

5.0 (397)

The Grand Circle 12-Hour All-Inclusive Island Experience

The Grand Circle Island Tour is a PRIVATE sightseeing "Dawn to Dusk" experience like none other, created by David, a Canadian/Trinbagonian tour operator. The tour...

10 to 12 hours Free Cancellation

5.0 (397)

from
$350

Private San Juan Beach Tour Can Am UTV Experience Off Road

Your next adventure is about to begin! Visit the island's most beautiful beaches including Isla Verde, Vacia Talega and Piñones. At Royal Adventures, we have …More

4.7 (315)

Private San Juan Beach Tour Can Am UTV Experience Off Road

Your next adventure is about to begin! Visit the island's most beautiful beaches including Isla Verde, Vacia Talega and Piñones. At Royal Adventures, we have...

2 hours Free Cancellation

4.7 (315)

from
$350

Private Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from …More

Kingston, Jamaica

5.0 (25)

Private Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$350

Nassau Family Buggy Tour Up to 6 Guest Free Pickup Beach Samples

This 3 hours guided Fun Family Buggy Tour in which your family/group drive your very own 6 passenger Can Am Defender Max buggy and don’t …More

Nassau, Bahamas

4.5 (28)

Nassau Family Buggy Tour Up to 6 Guest Free Pickup Beach Samples

This 3 hours guided Fun Family Buggy Tour in which your family/group drive your very own 6 passenger Can Am Defender Max buggy and don’t...

3 hours Hotel pickup offered Free Cancellation

4.5 (28)

from
$350

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes …More

4.9 (23)

4 to 5 Hour Private SUV Trip

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$350

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?