Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Aruba Private Luxury Boat Tours - Sail, Snorkel, Fishing and More

Join us for a unique adventure on a private luxury boat in Aruba! Our professional skipper will guide you to the best places for sightseeing, …More

Palm - Eagle Beach, Aruba

4.7 (92)

Aruba Private Luxury Boat Tours - Sail, Snorkel, Fishing and More

Join us for a unique adventure on a private luxury boat in Aruba! Our professional skipper will guide you to the best places for sightseeing,...

2 to 8 hours Hotel pickup offered Free Cancellation

4.7 (92)

from
$77

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and …More

Marigot Bay, St Lucia

4.7 (83)

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and...

2 hours Hotel pickup offered Free Cancellation

4.7 (83)

from
$73

Private Yacht Celebration & Snorkeling Cruise (Open Bar)

"The Ultimate Private Yacht Celebration in Punta Cana! ⚓ Host your next Birthday, Bachelorette Party, Vow Renewal, Family Reunion, Anniversary,, or Special Event aboard your …More

Punta Cana, Dominican Republic

4.6 (82)

Private Yacht Celebration & Snorkeling Cruise (Open Bar)

"The Ultimate Private Yacht Celebration in Punta Cana! ⚓ Host your next Birthday, Bachelorette Party, Vow Renewal, Family Reunion, Anniversary,, or Special Event aboard your...

4 hours Hotel pickup offered Free Cancellation

4.6 (82)

from
$659

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
$330

Jamaica: Ochos Rios Horseback Ride, ATV, and Bamboo Rafting Tour

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, and Bamboo Rafting. During this half-day excursion with hotel pickup and drop-off, …More

Kingston, Jamaica

4.6 (79)

Jamaica: Ochos Rios Horseback Ride, ATV, and Bamboo Rafting Tour

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, and Bamboo Rafting. During this half-day excursion with hotel pickup and drop-off,...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (79)

from
$91

Club Mobay Fast Track Lounge with Private Airport Shuttle

Arrival Services, Lounge and Private Hotel Transfer: Upon arrival at Montego Bay’s Sangster International Airport, make your way to the Club Mobay meeting point, where …More

Ocho Rios, Jamaica

4.4 (75)

Club Mobay Fast Track Lounge with Private Airport Shuttle

Arrival Services, Lounge and Private Hotel Transfer: Upon arrival at Montego Bay’s Sangster International Airport, make your way to the Club Mobay meeting point, where...

1 hour Hotel pickup offered

4.4 (75)

from
$156

Antigua Shore Excursion: Round Island Tour

On this tour, you have the opportunity to visit some of the most interesting sites such as Devil's Bridge, the Rain Forest as well as …More

Five Islands Village, Antigua and Barbuda

4.6 (73)

Antigua Shore Excursion: Round Island Tour

On this tour, you have the opportunity to visit some of the most interesting sites such as Devil's Bridge, the Rain Forest as well as...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (73)

from
$121

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest …More

4.5 (72)

Clear Kayak Drone Photoshoot

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest...

30 to 55 minutes Free Cancellation

4.5 (72)

from
$136

We will await for you at the Cruise Port Main Gate, shuttle you to company 1 minute away, and off we are on tour. Pricing …More

Philipsburg, St Maarten

4.6 (69)

ATV / Buggy / Jeep - island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company 1 minute away, and off we are on tour. Pricing...

3 hours Hotel pickup offered Free Cancellation

4.6 (69)

from
$110

Historic City, Fort and Beach E-Bike Tour

Fun, Relaxing, Informative, Adventurous! Pedaling is Optional, let the e-bike do the work! Fat Tire Electric Bike Tours creates an intimate guided tour experience, utilizing …More

4.7 (68)

Historic City, Fort and Beach E-Bike Tour

Fun, Relaxing, Informative, Adventurous! Pedaling is Optional, let the e-bike do the work! Fat Tire Electric Bike Tours creates an intimate guided tour experience, utilizing...

3 hours Hotel pickup offered Free Cancellation

4.7 (68)

from
$130

Once you’re picked up from your hotel for the Luminous Lagoon After Dark Tour, you’ll be greeted with a private, comfortable ride—no other parties will …More

Montego Bay, Jamaica

4.7 (66)

Luminous Lagoon After Dark Tour

Once you’re picked up from your hotel for the Luminous Lagoon After Dark Tour, you’ll be greeted with a private, comfortable ride—no other parties will...

45 minutes Hotel pickup offered Free Cancellation

4.7 (66)

from
$60

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Take a few hours out for a bit of relaxation with this private tour on the Great River. Your driver will pick you up at …More

Montego Bay, Jamaica

4.7 (65)

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Take a few hours out for a bit of relaxation with this private tour on the Great River. Your driver will pick you up at...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (65)

from
$22

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas. …More

4.7 (61)

San Juan Self-Guided Walking Audio Tour

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas....

2 to 3 hours Free Cancellation

4.7 (61)

from
$14

Providenciales Private Group Round Trip Airport Transfer

Upon your arrival at Turks And Caicos airport {Providenciales } forget the hassle out of finding a taxi that will fit your group after a …More

4.7 (60)

Providenciales Private Group Round Trip Airport Transfer

Upon your arrival at Turks And Caicos airport {Providenciales } forget the hassle out of finding a taxi that will fit your group after a...

6 to 9 hours Hotel pickup offered Free Cancellation

4.7 (60)

from
$240

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a …More

4.7 (57)

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a...

4 hours 30 minutes Free Cancellation

4.7 (57)

from
$145

Grenada Private Chocolate, Rum and Waterfall Tour

Half-Day Chocolate, Rum & Waterfall Tour – The Royalty Experience Perfect for Small or Large groups. Special rates for 10 persons and up bookings. Discover …More

St. George's, Grenada

4.7 (57)

Grenada Private Chocolate, Rum and Waterfall Tour

Half-Day Chocolate, Rum & Waterfall Tour – The Royalty Experience Perfect for Small or Large groups. Special rates for 10 persons and up bookings. Discover...

4 to 5 hours Hotel pickup offered Free Cancellation

4.7 (57)

from
$76

This tour begins in Kralendijk, our capital. Due to the natural coral structure all around the island, Kralendijk is also known as "coral dike." The …More

4.4 (56)

Bonaire Essentials Island Tour

This tour begins in Kralendijk, our capital. Due to the natural coral structure all around the island, Kralendijk is also known as "coral dike." The...

2 hours Free Cancellation

4.4 (56)

from
$49

Our competent team takes clients on an adventure of their choice. From River Bay, St Lucy to East Point, St Philip our drivers know all …More

Bridgetown, Barbados

4.6 (55)

Barbados Private Custom Island Tour

Our competent team takes clients on an adventure of their choice. From River Bay, St Lucy to East Point, St Philip our drivers know all...

4 hours Hotel pickup offered Free Cancellation

4.6 (55)

from
$120

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies …More

Lucea, Jamaica

4.4 (55)

Bamboo Rafting With foot Massage

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies...

3 to 5 hours Hotel pickup offered Free Cancellation

4.4 (55)

from
$45

Private Punta Cana Airport Transfer to/from Hotel

Our private airport transfer service stands out for its dedication to delivering a top-notch travel experience tailored to your needs. Here's what sets us apart: …More

Punta Cana, Dominican Republic

4.7 (51)

Private Punta Cana Airport Transfer to/from Hotel

Our private airport transfer service stands out for its dedication to delivering a top-notch travel experience tailored to your needs. Here's what sets us apart:...

15 to 45 minutes Hotel pickup offered Free Cancellation

4.7 (51)

from
$29

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have 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?